Lie Ma

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Name: 马列

Organization: Zhejiang University , China

Department: and Department of Polymer Science and Engineering

Title: Professor(PhD)

TOPICS

Material Chemistry

Chemicals
References

A photo-cleavable polyprodrug-loaded wound dressing with UV-responsive antibacterial property

Co-reporter:Qian Pang;Xiaowen Zheng;Yu Luo;Changyou Gao

Journal of Materials Chemistry B 2017 vol. 5(Issue 45) pp:8975-8982

Publication Date(Web):2017/11/22

DOI:10.1039/C7TB01696D

The development of antibiotic-loaded wound dressings is of great importance in wound healing and infection treatment. However, in traditional antibiotic-loaded wound dressings, antibiotics are released uncontrollably from the dressings primarily by passive diffusion. The overuse of antibiotics may lead to drug resistance and side effects, which could hinder the healing process. To overcome these shortcomings, a wound dressing with UV-responsive antibacterial property was developed in this study. Levofloxacin (LF) was first conjugated to amine-terminated poly(ethylene glycol) through a photolabile ortho-nitrobenzyl linker to obtain a photo-cleavable polyprodrug (LHP), which was then loaded into a poly(vinyl alcohol)/sodium alginate (PVA/SA) wound dressing. Compared to the PVA/SA dressing, the LHP-loaded dressing showed larger swelling capacity and retained good cytocompatibility. It was found that LF could be cleaved from LHP under UV irradiation at 365 nm and released gradually from the wound dressing with an increase in UV irradiation time. The antibacterial zone test proved that the LHP-loaded wound dressing possessed UV-responsive antibacterial properties against Staphylococcus aureus.

Biomaterials for in situ tissue regeneration: development and perspectives

Co-reporter:Qian Li, Lie Ma and Changyou Gao

Journal of Materials Chemistry A 2015 vol. 3(Issue 46) pp:8921-8938

Publication Date(Web):04 Nov 2015

DOI:10.1039/C5TB01863C

Tissue engineering has emerged as a powerful method to treat the loss of tissues and organs in the past several decades. Many commercial products based on tissue engineering have been applied in clinical practice. In addition to classical tissue engineering strategies, in situ tissue regeneration (in vivo tissue engineering) has become a more and more important therapy for damaged tissues and organs as it avoids in vitro cell manipulation and takes advantage of an in vivo microenvironment to regulate cell activities. Biomaterials are one of the key factors for in situ tissue regeneration and should possess unique features including physical properties, chemical composition, and biological functions to modulate cell behaviors such as adhesion, proliferation, migration, differentiation and neo-tissue formation. In this review, recent development of biomaterials used for in situ tissue regeneration has been summarized, classified by sources and the design of biomaterials including physical design, chemical composition, and biological functionalization was highlighted. In addition, the application of biomaterials for in situ tissue regeneration was also reviewed. Finally, a brief conclusion and some perspectives were given in terms of the future trend of biomaterials for in situ tissue regeneration.

Synthesis of poly(ester-carbonate) with a pendant acetylcholine analog for promoting neurite growth

Co-reporter:Dongming Xing, Lie Ma, Changyou Gao

Acta Biomaterialia 2014 Volume 10(Issue 10) pp:4127-4135

Publication Date(Web):October 2014

DOI:10.1016/j.actbio.2014.06.033

Abstract

The modification of biodegradable polyesters with bioactive molecules has become an important strategy for controlling neuron adhesion and neurite outgrowth in nerve regeneration. In this study we report a biodegradable poly(ester-carbonate) with a pendant acetylcholine analog, which a neurotransmitter for the enhancement of neuron adhesion and outgrowth. The acetylcholine-functionalized poly(ester-carbonate) (Ach-P(LA-ClTMC)) was prepared by copolymerizing l-lactide (LA) and 5-methyl-5-chloroethoxycarbonyl trimethylene carbonate (ClTMC), followed by quaternization with trimethylamine. The acetylcholine analog content could be modulated by changing the molar feeding fraction of ClTMC. The incorporation of the acetylcholine analog improved the hydrophilicity of the films, but the acetylcholine analog content did not significantly influence the surface morphology of the acetylcholine-functionalized films. The results of PC12 cell culture showed that the acetylcholine analog promoted cell viability and neurite outgrowth in a concentration-dependent manner. The longest length of neurite and the percentage of cells bearing neurites were obtained on the Ach-P(LA-ClTMC)-10 film. All the results indicate that the integration of the acetylcholine analog at an appropriate fraction could be an effective strategy for optimizing the existing biodegradable polyesters for nerve regeneration applications.

Poly(lactide-co-glycolide)/Fibrin Gel Construct as a 3D Model to Evaluate Gene Therapy of Cartilage in Vivo

Co-reporter:Bo Li, Feifei Li, Lie Ma, Junzhou Yang, Chunfen Wang, Dongan Wang, and Changyou Gao

Molecular Pharmaceutics 2014 Volume 11(Issue 7) pp:2062-2070

Publication Date(Web):March 12, 2014

DOI:10.1021/mp5000136

Combination of gene therapy with tissue engineering can enhance the interplay between cells and matrix, leading to better restoration and regeneration of tissues and organs in vivo. In this study the PLGA/fibrin gel hybrids were employed to load lipofectamine/pDNA-TGF-β1 complexes and mesenchymal stem cells (MSCs) (experimental group), acting as a cartilage-mimetic tissue platform. The gene complexes distributed more evenly in the hybrid scaffolds, whereas they adhered onto the pore walls of the PLGA sponges. The filled fibrin gel rendered gene release in a slower manner, too. Moreover, the fibrin gel entrapped MSCs and contributed to a higher cell loading density in the hybrid constructs. In vivo assay showed that in the defects implanted with the experimental constructs both gene and protein expression levels of TGF-β1 were significantly higher than those of the fibrin-free group at weeks 1, 3, and 6 after surgery. The full articular cartilage defects repaired by the experimental group for 12 w were resurfaced by neo-tissues with a similar thickness, cell arrangement, and color to the normal neighboring cartilage and abundant glycosaminoglycans.Keywords: cartilage repair; fibrin gel; gene therapy; MSCs; PLGA;

Synthesis of Functionalized Poly(ester carbonate) with Laminin-Derived Peptide for Promoting Neurite Outgrowth of PC12 cells

Co-reporter:Dongming Xing;Changyou Gao

Macromolecular Bioscience 2014 Volume 14( Issue 10) pp:1429-1436

Publication Date(Web):

DOI:10.1002/mabi.201400186

Maleimide-functionalized poly(ester carbonate)s are synthesized by ring-opening copolymerization of furan–maleimide functionalized trimethylene carbonate (FMTMC) with L-lactide and a subsequent retro Diels-Alder reaction. The maleimide groups on poly(ester carbonate)s are amenable to Michael addition with thiol-containing molecules such as 3-mercapto-1-propanol, 2-aminoethanethiol hydrochloride, and mercaptoacetic acid under mild conditions, enabling the formation of biodegradable materials with various functional groups (e.g., hydroxyl, amine, and carboxyl). In particular, the maleimide-functionalized poly(ester carbonate) is clicked with a laminin-derived peptide CQAASIKVAV. In vitro culture of PC12 cells shows that the maleimide-functionalized polymers, especially the CQAASIKVAV-grafted one, could support cell proliferation and neurite outgrowth. The maleimide-functionalized poly(ester carbonate)s provide a versatile platform for diverse functionalization and have comprehensive potential in biomedical engineering.

Design of gene-activated matrix for the repair of skin and cartilage

Co-reporter:Chunfen Wang, Lie Ma and Changyou Gao

Polymer Journal 2014 46(8) pp:476-482

Publication Date(Web):June 25, 2014

DOI:10.1038/pj.2014.50

Recently, tissue engineering has advanced markedly in the development of the regeneration of injured or diseased tissues and organs. Gene-activated matrix combines gene therapy and tissue engineering to create a promising solution with great potential for the restoration of the structure and function of damaged or dysfunctional tissues. The present review provides a comprehensive overview of the developments, applications and future prospects of gene-activated matrix as a substitute for tissue repair and regeneration. Our current research on skin and cartilage regeneration with gene-activated matrix is presented, and the key issues for future studies are also proposed.

Preparation of polycaprolactone microspheres-aggregated scaffold with ultra big pores and fuzzy sphere surface by a one-step phase separation method

Co-reporter:Meicong Wang;Dan Li;Pengfei Jiang ;Changyou Gao

Journal of Biomedical Materials Research Part A 2013 Volume 101( Issue 11) pp:3219-3227

Publication Date(Web):

DOI:10.1002/jbm.a.34631

A microspheres-aggregated scaffold with ultra big pores (over 300 μm) and fuzzy microspheres is fabricated by incubating polycaprolactone (PCL)/tetrahydrofuran (THF) solution in a −20°C refrigerator, following by freeze-drying. Formation of the scaffold is mainly governed by the crystallization of the PCL polymer at appropriate conditions. All the 10–20% PCL/THF solutions yield the microspheres-aggregated scaffolds when the initial solution temperature is higher than 37°C, whereas the 10–15% solutions form dense membranes when the initial solution temperature is below 25°C. The size of the microspheres and pores is as large as 70–150 μm and 170–816 μm, respectively. The PCL microspheres-aggregated scaffold can better support the adhesion and proliferation of bone marrow mesenchymal stem cells (BMSCs) compared to the traditional porous scaffold obtained by a porogen leaching method. The tendencies of chondrogenesis and osteogenesis differentiation of BMSCs are observed on the microspheres-aggregated scaffold and the ordinary porous scaffold, respectively. © 2013 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 101A: 3219-3227, 2013.

Fabrication of poly(lactide-co-glycolide) scaffold filled with fibrin gel, mesenchymal stem cells, and poly(ethylene oxide)-b-poly(L-lysine)/TGF-1 plasmid DNA complexes for cartilage restoration in vivo

Co-reporter:Bo Li;Junzhou Yang;Feifei Li;Zhengyuan Tu ;Changyou Gao

Journal of Biomedical Materials Research Part A 2013 Volume 101( Issue 11) pp:

Publication Date(Web):

DOI:10.1002/jbm.a.34618

A poly (lactide-co-glycolide) (PLGA) scaffold filled with fibrin gel, mesenchymal stem cells (MSCs) and poly(ethylene oxide)-b-poly (L-lysine) (PEO-b-PLL)/pDNA-TGF-β1 complexes was fabricated and applied in vivo for synchronized regeneration of cartilage and subchondral bone. The PEO-b-PLL/pDNA-TGF-β1 complexes could transfect MSCs in vitro to produce TGF-β1 in situ and up regulate the expression of chondrogenesis-related genes in the construct. The expression of heterogeneous TGF-β1 in vivo declined along with the prolongation of implantation time, and lasted for 3 and 6 weeks in the mRNA and protein levels, respectively. The constructs (Experimental group) of PLGA/fibrin gel/MSCs/(PEO-b-PLL/pDNA-TGF-β1 complexes) were implanted into the osteochondral defects of rabbits to restore the functional cartilages, with gene-absent constructs as the Control. After 12 weeks, the Experimental group regenerated the neo-cartilage and subchondral bone with abundant deposition of glycosaminoglycans (GAGs) and type II collagen. The regenerated tissues had good integration with the host tissues too. By contrast, the defects were only partially repaired by the Control constructs. qRT-PCR results demonstrated that expression of the chondrogenesis-marker genes in the Experimental group was significantly higher than that of the Control group, and was very close to that of the normal cartilage tissue. © 2013 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 101A: 3097–3108, 2013.

RNAi functionalized collagen-chitosan/silicone membrane bilayer dermal equivalent for full-thickness skin regeneration with inhibited scarring

Co-reporter:Xing Liu, Lie Ma, Jun Liang, Bing Zhang, Jianying Teng, Changyou Gao

Biomaterials 2013 34(8) pp: 2038-2048

Publication Date(Web):

DOI:10.1016/j.biomaterials.2012.11.062

Polycaprolactone scaffolds or anisotropic particles: The initial solution temperature dependence in a gelatin particle-leaching method

Co-reporter:Meicong Wang, Lie Ma, Dan Li, Changyou Gao

Polymer 2013 Volume 54(Issue 1) pp:277-283

Publication Date(Web):8 January 2013

DOI:10.1016/j.polymer.2012.11.001

A porogen-leaching method was applied to intend fabrication of polycaprolactone (PCL) scaffolds. Following with a routine solution infiltration, freeze-drying and porogen-leaching process, the porous scaffolds were normally prepared at an initial solution temperature of 25 °C. However, the PCL anisotropic particles with the smooth and fuzzy surfaces toward the gelatin porogen and the solution, respectively, were unexpectedly obtained when the initial solution temperature was maintained at 37 °C. The freezing temperature was a governing factor for formation of the different PCL products too, while the coarsening time and the PCL concentration within 10–20% had no substantial influence. The PCL anisotropic particles are highly crystallized than the PCL raw materials. To clarify the intrinsic mechanisms, the temperature, cloud point, crystalline ability, and particle size in the solution were quantified. It is demonstrated that the sponges are formed by the traditional liquid–liquid demixing for the 25 °C solution, whereas the anisotropic particles are obtained by the solid–liquid demixing for the 37 °C solution and under the assistance of gelatin particles as nucleation sites.

Facile fabrication of the glutaraldehyde cross-linked collagen/chitosan porous scaffold for skin tissue engineering

Co-reporter:Yunyun Liu, Lie Ma, Changyou Gao

Materials Science and Engineering: C 2012 Volume 32(Issue 8) pp:2361-2366

Publication Date(Web):1 December 2012

DOI:10.1016/j.msec.2012.07.008

Porous scaffold is one of the key factors in skin tissue engineering. In this study, a facile method was developed to prepare the glutaraldehyde (GA) cross-linked collagen/chitosan porous scaffold (S2). The properties of S2 were compared with the scaffolds prepared by the traditional method (S1). Compared to the rough surface and collapsed inner structure of S1, S2 showed a smooth surface and controlled size. After treated by GA with same concentration, S1 and S2 showed the similar swelling ratios, which are big enough to ensure the nutrient supply in the early stage of wound healing. The effects of the fabrication methods as well as the GA concentration on the cross-linking degree and in vitro degradation degree of the scaffolds were studied. It was found that the cross-linking degree of S2-0.25% was much higher than that of S1. Investigation of the tensile and compression properties of the scaffolds found that the mechanical property of S2-0.04% is closest to that of S1. High performance liquid chromatography (HPLC) was applied to determine the residual GA. The results proved that, compared to water rinse, oven drying is a feasible and effective method to remove the residual GA. Finally, the cytocompatibility of S2 was evaluated by in vitro culture of fibroblasts. The results of cell morphology and cell viability proved that S2-0.04% could retain the original good cytocompatibility of S1 to accelerate cell infiltration and proliferation effectively. All these results indicate that it is a feasible method to prepare the GA cross-linked collagen/chitosan scaffold.Highlights► A facile method to prepare the glutaraldehyde (GA) cross-linked collagen/chitosan porous scaffold was developed. ► Shortcomings of the previous method such as surface collapse, cracks are overcome. ► Residual GA of the scaffold can be removed by simply dried in oven. ► Good cytocompatibility of the scaffold is retained.

The healing of full-thickness burns treated by using plasmid DNA encoding VEGF-165 activated collagen–chitosan dermal equivalents

Co-reporter:Rui Guo, Shaojun Xu, Lie Ma, Aibin Huang, Changyou Gao

Biomaterials 2011 32(4) pp: 1019-1031

Publication Date(Web):

DOI:10.1016/j.biomaterials.2010.08.087

Enhanced angiogenesis of gene-activated dermal equivalent for treatment of full thickness incisional wounds in a porcine model

Co-reporter:Rui Guo, Shaojun Xu, Lie Ma, Aibin Huang, Changyou Gao

Biomaterials 2010 31(28) pp: 7308-7320

Publication Date(Web):

DOI:10.1016/j.biomaterials.2010.06.013

Enhanced angiogenesis of porous collagen scaffolds by incorporation of TMC/DNA complexes encoding vascular endothelial growth factor

Co-reporter:Zhengwei Mao, Haifei Shi, Rui Guo, Lie Ma, Changyou Gao, Chunmao Han, Jiacong Shen

Acta Biomaterialia 2009 Volume 5(Issue 8) pp:2983-2994

Publication Date(Web):October 2009

DOI:10.1016/j.actbio.2009.04.004

Abstract

Angiogenesis of an implanted construct is one of the most important issues in tissue engineering and regenerative medicine, and can often take as long as several weeks. The vascular endothelial growth factor (VEGF) shows a positive effect on enhancing angiogenesis in vivo. But the incorporation of growth factors has many limitations, since they typically have half-lives only on the order of minutes. Therefore, in this work the DNA encoding VEGF was applied to enhance the angiogenesis of a collagen scaffold. A cationic gene delivery vector, N,N,N-trimethyl chitosan chloride (TMC), was used to form complexes with the plasmid DNA encoding VEGF. The complexes were then incorporated into the collagen scaffold, the loading being mediated by the feeding concentration and release in a sustained manner. In vitro cell culture demonstrated a significant improvement in the VEGF expression level from the TMC/DNA complexes containing scaffolds, in particular with a large amount of DNA. The scaffolds containing the TMC/DNA complexes were subcutaneously implanted into Sprague–Dawley mice to study their angiogenesis via macroscopic observation, hematoxylin–eosin staining and immunohistochemical staining. The results demonstrated that the incorporation of TMC/DNA complexes could effectively enhance the in vivo VEGF expression and thereby the angiogenesis of implanted scaffolds.

Fabrication and properties of injectable β-tricalcium phosphate particles/fibrin gel composite scaffolds for bone tissue engineering

Co-reporter:Haiguang Zhao, Lie Ma, Changyou Gao, Jinfu Wang, Jiacong Shen

Materials Science and Engineering: C 2009 29(3) pp: 836-842

Publication Date(Web):

DOI:10.1016/j.msec.2008.07.033

Fabrication and properties of mineralized collagen-chitosan/hydroxyapatite scaffolds

Co-reporter:Haiguang Zhao;Changyou Gao;Jiacong Shen

Polymers for Advanced Technologies 2008 Volume 19( Issue 11) pp:1590-1596

Publication Date(Web):

DOI:10.1002/pat.1174

Abstract

A hydroxyapatite (HAp)/biopolymer composite scaffold was fabricated by mineralizing a crosslinked collagen/chitosan, which was pre-mineralized with Ca²⁺ and phosphate salts, in simulated body fluid (SBF) for only 24 hr. A self-organized structure similar to bone is expected. Microstructures of the crosslinked collagen/chitosan scaffold, the pre-mineralized collagen–chitosan scaffold (CCS), and the mineralized collagen-chitosan/HAp scaffolds (MCCHS) were characterized by scanning electron microscopy (SEM), revealing non-alteration of the porous structure and formation of the HAp particles. X-ray diffractometer (XRD) confirmed the crystalline structure of the HAp. Thermal gravimetric analysis found that more HAp particles were formed when the CCSs were pre-mineralized in a higher concentration of Ca²⁺. Water-uptake ratio of the crosslinked CCS was ∼160, decreased to ∼120 after incubating in Ca²⁺ solution, and further decreased to ∼20 after mineralization. Mechanical strength of the CCS was improved significantly after the in situ mineralization too. The method introduced here may be potentially applied to obtain other biopolymer/HAp composite in a short period. Copyright © 2008 John Wiley & Sons, Ltd.

N,N,N-Trimethylchitosan Chloride as a Gene Vector: Synthesis and Application

Co-reporter:Zhengwei Mao;Yan Jiang;Ming Yan;Changyou Gao;Jiacong Shen

Macromolecular Bioscience 2007 Volume 7(Issue 6) pp:855-863

Publication Date(Web):4 JUN 2007

DOI:10.1002/mabi.200700015

N,N,N-Trimethylchitosan chloride with different degrees of quaternization has been synthesized and characterized by ¹H NMR spectroscopy. The particle size ranges from 150 to 600 nm, which is dependent on the N/P ratio and is less influenced by the degree of quaternization. The majority of the particles have a spherical morphology. The zeta potential of the particles increases with the N/P ratio and the quaternization degree of TMC. Short-term contact experiments show good biocompatibility of TMC, but long-term contact experiments reveal its high toxicity. This study suggests that TMC is a promising gene carrier, but further modification is still required to improve its cytocompatibility.

Chitosan–hyaluronic acid hybrid film as a novel wound dressing: in vitro and in vivo studies

Co-reporter:Chunmao Han;Haifei Shi;Haitang Xu;Changyou Gao

Polymers for Advanced Technologies 2007 Volume 18(Issue 11) pp:869-875

Publication Date(Web):12 MAR 2007

DOI:10.1002/pat.906

Wound dressing with high quality is a kind of highly demanded wound-repairing products. In this article, chitosan (CS) and hyaluronic acid (HA) were used to fabricate a novel wound dressing. CS/HA composite films with high transparency could be fabricated on glass or poly(methyl methacrylate) (PMMA) substrates, but not on poly(tetrafluoroethylene) (PTFE) plate. Along with the increase of HA amount, the resulting films became rougher as detected by atomic force microscopy (AFM). Increased also are water contact angle and water-uptake ratio. By contrast, increase of the HA amount weakened the water vapor permeability (WVP), bovine albumin adsorption, and fibroblast adhesion, which are desirable characteristics for wound dressing. In vivo animal test revealed that compared with the vaseline gauge the CS/HA film could more effectively accelerate the wound healing, and reduce the occurrence of re-injury when peeling off the dressing again. These results demonstrate that the CS mixed with a little amount of HA may produce inexpensive wound dressing with good properties for practical applications. Copyright © 2007 John Wiley & Sons, Ltd.

Synthesis of E7 peptide-modified biodegradable polyester with the improving affinity to mesenchymal stem cells

Co-reporter:Qian Li, Dongming Xing, Lie Ma, Changyou Gao

Materials Science and Engineering: C (1 April 2017) Volume 73() pp:

Publication Date(Web):1 April 2017

DOI:10.1016/j.msec.2016.12.088

•P(MTMC-LA) was synthesized through ring-opening copolymerization and retro Diels-Alder reaction.•P(MTMC-LA) was modified by dBMSCs specific affinity peptide (EPLQLKM, E7) through click-chemistry.•E7 peptide modified P(MTMC-LA) films supported BMSCs adhesion and proliferation.As the most promising stem cell, bone marrow-derived mesenchymal stem cells (BMSCs) has attracted many attentions and applied widely in regenerative medicine. A biodegradable polyester with tunable affinity to BMSCs plays critical role in determining the properties of the BMSCs-based constructs. In this study, maleimide functionalized biodegradable polyester (P(MTMC-LA)) was synthesized through ring-opening copolymerization between l-lactide (LA) and furan-maleimide functionalized trimethylene carbonate (FMTMC) and a subsequent retro Diels-Alder reaction. P(MTMC-LA) was modified by different amounts of BMSCs specific affinity peptide (EPLQLKM, E7) through click-chemistry to investigate the effect on BMSCs. The E7 peptide modified P(MTMC-LA) was casted into films on glass slides and BMSCs were seeded onto the films. In vitro study showed that E7 peptide modified P(MTMC-LA) films supported BMSCs adhesion and proliferation compared to unmodified P(MTMC-LA) film. Besides, the adhesion and proliferation were enhanced by the increasing peptide grafting ratio. These results indicated that the novel biodegradable polyester can serve as a biomaterial with great potential application in tissue engineering and regenerative medicine.

Biomaterials for in situ tissue regeneration: development and perspectives

Co-reporter:Qian Li, Lie Ma and Changyou Gao

Journal of Materials Chemistry A 2015 - vol. 3(Issue 46) pp:NaN8938-8938

Publication Date(Web):2015/11/04

DOI:10.1039/C5TB01863C

(3beta,12beta,14beta,17alpha)-12-(acetyloxy)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxypregn-5-en-20-one

CAS:1357926-39-6

(3beta,12beta,14beta,17alpha)-12-(acetyloxy)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxypregn-5-en-20-one

(3beta,12beta,14beta,17alpha,20S)-3-{[O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl]oxy}pregn-5-ene-8,12,14,17,20-pentol

CAS:1357926-38-5

(3beta,12beta,14beta,17alpha,20S)-3-{[O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl]oxy}pregn-5-ene-8,12,14,17,20-pentol

(3beta,12beta,14beta,17alpha,20S)-3-{[O-2,6-dideoxy-4-O-(2,6-dideoxy-3,O-methyl-alpha-L-lyxo-hexopyranosyl)-3-O-methyl-beta-D-ribo-hexopyranosyl]oxy}pregn-5-ene-8,12,14,17,20-pentol

CAS:1357926-37-4

(3beta,12beta,14beta,17alpha,20S)-3-{[O-2,6-dideoxy-4-O-(2,6-dideoxy-3,O-methyl-alpha-L-lyxo-hexopyranosyl)-3-O-methyl-beta-D-ribo-hexopyranosyl]oxy}pregn-5-ene-8,12,14,17,20-pentol

(3beta,12beta,14beta,17alpha)-3-{[O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-3,O-methyl-alpha-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-8,12,14,17-tetrahydroxypregn-5-en-20-one

CAS:1357926-36-3

(3beta,12beta,14beta,17alpha)-3-{[O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-3,O-methyl-alpha-L-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-8,12,14,17-tetrahydroxypregn-5-en-20-one

(3beta,12beta,14beta,17alpha)-3-[(2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy]-8,12,14,17-tetrahydroxypregn-5-en-20-one

CAS:1357926-35-2

(3beta,12beta,14beta,17alpha)-3-[(2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy]-8,12,14,17-tetrahydroxypregn-5-en-20-one

(3beta,12beta,14beta,17alpha)-3-[(2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-8,12,14,17-tetrahydroxypregn-5-en-20-one

CAS:1357926-34-1

(3beta,12beta,14beta,17alpha)-3-[(2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-8,12,14,17-tetrahydroxypregn-5-en-20-one

CAS:1352575-40-6

austalide O

CAS:1352575-39-3

austalide N

(3beta,12beta,14beta,17alpha)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-lyxo-hexopyranosyl)-3-O-methyl-beta-D-ribo-hexopyranosyl]oxy}-12-{[ (2E)-3,4-dimethyl-1-oxopent-2-en-1-yl]oxy}-8,14,17-trihydroxypregn-5-en-20-one

CAS:1106805-99-5

(3beta,12beta,14beta,17alpha)-3-{[2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-lyxo-hexopyranosyl)-3-O-methyl-beta-D-ribo-hexopyranosyl]oxy}-12-{[ (2E)-3,4-dimethyl-1-oxopent-2-en-1-yl]oxy}-8,14,17-trihydroxypregn-5-en-20-one

CAS:709024-68-0