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Polyoxypregnanes from the stems of marsdenia tenacissima

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Chinese Chemical Letters 2007年第7期18卷 831-834页

作者： Qi Fa Li Xiao Ling Wang Li Sheng Ding Chang Zhang Ethnic Pharmaceutical Institute Southwest University for Nationalities Chengdu 610041 China Chengdu Institute of Biology Chinese Academy of Sciences Chengdu 610041 China

From the stems ofmarsdenia tenacissima two new polyoxypregnanes were isolated, their structures were elucidated by 1D, 2D-NMR as 11α,12β-di-O-tigloyl-tenacigenin B （1） and tenacigenoside E （2）.

关键词： marsdenia tenacissima Polyoxypregnane 11αt,12β-Di-O-tigloyl-tenacigenin B Tenacigenoside E

A new C_(21) steroid glycoside from marsdenia tenacissima

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Chinese Chemical Letters 2008年第4期19卷 444-446页

作者： Jing Liu Zhi Bin Yu Yun Hua Ye Ya Wei Zhou Bescholar Research Center of Peking University Beijing 100084China The Key Laboratory of Bioorganic Chemistry and Molecular Engineering Ministry of EducationCollege of Chemistry and Molecular EngineeringPeking UniversityBeijing 100871China

A new C21 steroid glycoside,11α-O-tigloyl-12-β-O-acetyl tenacigenin B 3-O-β-D-glucopyranosyl-（1→4）-β-D-glucopyr- anosyl-（1→4）-3-O-methyl-6-deoxy-β-D-allopyranosyl-（1→4）-β-D-oleandropyranoside（1）,named tenacissoside N was isolated from the stems of marsdenia *** structure of the glycoside was identified by HR-ESI-MS and NMR spectra.

关键词： marsdenia tenacissima Tenacissoside N

Research progress on anti-tumor properties of marsdenia tenacissima

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Traditional Medicine Research 2018年第4期3卷 202-213页

作者： Yan-Lan Hu Shao-Hui Wang Cui-Wei He Tong-Xiang Liu Key Laboratory of Ethnomedicine Minzu University of China Beijing China

Tongguanteng （marsdenia tenacissima）, which is mainly distributed in the Yunnan and Guizhou provinces of China, wasfirst recorded in Diannanbencao by Lan Mao of the Ming dynasty of China. According to recent pharmacological studies,the chemical composition of Tongguanteng （marsdenia tenacissima） is complex and contains C21 steroidal saponins,polysaccharides, alkaloids, and other molecules, which show anti-cancer effects on various tumor cell lines. It inhibitstumor cell proliferation and growth mainly by increasing the expression of apoptosis- and cell cycle-related proteins topromote apoptosis and arrest tumor cells in the G2/M or S phase. Downregulation of the expression of vascularendothelial growth factor-2/A and matrix metalloprotease-2/9 suppresses the formation of the tumor microvasculature,leading to tumor malnutrition, increased expression of interleukin-2, glutathione peroxidase, catalase, and superoxidedismutase, and decreased interleukin-10 and malondialdehyde expression, thereby enhancing immunity andantioxidation in the body. Additionally, inhibition of epidermal growth factor receptor, hepatocyte growth factor receptor,and tyrosine-protein kinase receptor activation enhances the anti-tumor efficacy of epidermal growth factorreceptor-tyrosine kinase inhibitors as well as inhibits P-glycoprotein and cytochrome P450 to increase the concentrationof anti-tumor drugs in tumor cells.

关键词： marsdenia tenacissima Anti-tumor Hematological tumor Lung cancer Gastrointestinal carcinoma

Pregnane Glycosides from Stems of marsdenia tenacissima

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Chinese Herbal Medicines 2011年第1期3卷 1-4页

作者： YANG Mei,WANG Wen-lan,WU Hao,WANG Xiao-ling Ethnic Pharmaceutical Institute,Southwest University for Nationalities,Chengdu 610041,China Ethnic Pharmaceutical Institute Southwest University for NationalitiesChengdu 610041China

Objective To study the chemical constituents from the stems of marsdenia *** The chemical constituents were isolated by various column chromatography and their structures were identified by spectral and chemical *** Two pregnane glycosides were isolated from the stems of *** and identified as 3-O-β-D-glucopyranosyl-(1→4)-6-deoxy-3-O-methyl-β-D-allopyranosyl-(1→4)-β-D-oleandropyranosyl-11α-O- tigloyltenacigenin B,named as tenacigenoside I(1)and 3-O-β-D-glucopyranosyl-(1→4)-6-deoxy-3-O-methyl-β-D- allopyranosyl-(1→4)-β-D-oleandropyranosyl-11α,12β-di-O-acetyltenacigenin B,named as tenacigenoside K(2).Conclusion Compound 1 is a new compound,1H-NMR and 13C-NMR data of compound 2 are reported for the first time.

关键词： marsdenia tenacissima pregnane glycosides stems tenacigenoside I tenacigenoside K

Polyoxypregnanes as safe, potent, and specific ABCB1-inhibitory pro-drugs to overcome multidrug resistance in cancer chemotherapy in vitro and in vivo

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Acta Pharmaceutica Sinica B 2021年第7期11卷 1885-1902页

作者： Xu Wu Chun Yin Jiang Ma Stella Chai Chunyuan Zhang Sheng Yao Onat Kadioglu Thomas Efferth Yang Ye Kenneth Kin-Wah To Ge Lin School of Biomedical Sciences Faculty of Medicinethe Chinese University of Hong KongHong Kong 999077China Joint Research Laboratory of Promoting Globalization of Traditional Chinese Medicines between the Chinese University of Hong Kong and Shanghai Institute of Materia Medica Chinese Academy of SciencesHong Kong 999077China State Key Laboratory of Drug Research and Natural Products Chemistry Department Shanghai Institute of Materia MedicaChinese Academy of SciencesShanghai 201203China Department of Pharmaceutical Biology Johannes Gutenberg UniversityMainz 55099Germany School of Pharmacy Faculty of Medicinethe Chinese University of Hong KongHong Kong 999077China Laboratory of Molecular Pharmacology Department of PharmacologySchool of PharmacySouthwest Medical UniversityLuzhou 646000China

Multidrug resistance(MDR)mediated by ATP binding cassette subfamily B member 1(ABCB1)is significantly hindering effective cancer ***,currently,no ABCB1-inhibitory drugs have been approved to treat MDR cancer clinically,mainly due to the inhibitor specificity,toxicity,and drug ***,we reported that three polyoxypregnanes(POPs)as the most abundant constituents of marsdenia tenacissima(***)were novel ABCB1-modulatory pro-drugs,which underwent intestinal microbiota-mediated biotransformation in vivo to generate active *** metabolites at non-toxic concentrations restored chemosensitivity in ABCB1-overexpressing cancer cells via inhibiting ABCB1 efflux activity without changing ABCB1 protein expression,which were further identified as specific non-competitive inhibitors of ABCB1 showing multiple binding sites within ABCB1 drug *** POPs did not exhibit ABCB1/drug metabolizing enzymes interplay,and their repeated administration generated predictable pharmacokinetic interaction with paclitaxel without obvious toxicity in *** further showed that these POPs enhanced the accumulation of paclitaxel in tumors and overcame ABCB1-mediated *** results suggested that these POPs had the potential to be developed as safe,potent,and specific pro-drugs to reverse ABCB1-mediated *** work also provided scientific evidence for the use of *** in combinational chemotherapy.

关键词： Multidrug resistance ABCB1 Polyoxypregnane Combination chemotherapy marsdenia tenacissima

Clinical value of Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract combined with chemotherapy in the treatment of advanced non-small cell lung cancer： a Meta-analysis

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Journal of Traditional Chinese Medicine 2016年第3期36卷 261-270页

作者： Zhang Haiming Zhang Junli Ding Hao Chen Rui Liang Fengxia Department of Oncology Central Hospital of Wuhan Tongji Medical College Huazhong University of Science and Technology Wuhan 430014 China Department of Gastroenterology Union Hospital Tongji Medical College Huazhong University of Scienceand Technology Wuhan 430022 China Department of Traditional Chinese Medicine Union Hospital Tongji Medical College Huazhong University of Science and Technology Wuhan 430022 China College of Acupuncture and Orthopedics Hubei University of Chinese Medicine Wuhan 430060 China Hubei Provincial Collaborative Innovation Center of Preventive Treatment by Acupuncture and Moxibustion Wuhan 430060 China

OBJECTIVE: To investigate the clinical efficacy and safety of Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract combined with chemotherapy in the treatment of advanced non-small celllung cancer(NCSLC) compared with chemotherapy ***: Databases including Chinese National Knowledge Infrastructure, China Biology Medicine Disc, Wanfang, and MEDLINE were searched until April 1, 2014. Two assessors independently reviewed each trial. The primary outcome was the effective rate(ER) of Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract combined with chemotherapy. The secondary outcomes included quality of life improvement rate(QOLIR) and adverse reactions. Statistical calculations were performed by using Cochrane Collaboration Review Manager ***: A total of 888 patients from 15 studies,13 randomized controlled trials(RCT) and two controlled clinical trials, were included. Compared with chemotherapy alone, Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract plus chemotherapy significantly improved ER [Risk ratio(RR) =1.32, 95% CI,(1.14, 1.54)](based on 15 studies) and QOLIR [RR = 2.04, 95% CI,(1.69, 2.47)](based on 13studies). Compared with chemotherapy alone,Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract plus chemotherapy significantly inhibited chemotherapy-induced white blood cell decline [RR = 0.79, 95% CI,(0.70, 0.90)(based on 10 studies), chemotherapy-induced platelet decline[RR = 0.77, 95% CI,(0.60, 0.98)](based on 8 studies),and significantly alleviated nausea and vomiting(NV) [RR = 0.83, 95% CI,(0.71, 0.97)](based on 7studies). There was no significant difference in hemoglobin decline between the two therapies [RR =0.88, 95% CI,(0.70, 1.09)](based on 6 studies).CONCLUSION: This Meta-analysis suggests that Tongguanteng(Radix seu Herba marsdeniae tenacissimae) extract combined with chemotherapy may be more efficacious in the treatment of advanced NSCLC than chemotherapy alone. This effect includes enhancin

关键词： Carcinoma non-small-cell lung marsdenia tenacissima Xiaoaiping injection C21 steroidal saponins Drug therapy Review Meta-analysis

Chemical constituents from Xiaoaiping injection

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Journal of Chinese Pharmaceutical Sciences 2014年第4期23卷 251-255页

作者：王艺润赵明波唐丽屠鹏飞中央民族大学生命与环境科学学院北京100081 北京大学医学部药学院天然药物及仿生药物国家重点实验室北京100191

Xiaoaiping injection is a single-prescription of marsdenia tenacissima. One new compound, tenacigenoside L （1）, along with ten known compounds were isolated from the CHCl3-soluble fraction of Xiaoaiping injection extract by silica gel, ODS, Sephadex LH-20 and semi-preparative HPLC chromatography. The new compound was characterized as 3-O-β-D-oleandropyranosyl- 17β-tenacigenin B. The ten known compounds were identified as tenacigenin B （2）, 17β-tenacigenin B （3）, marsdenoside F （4）, tenacissoside G （5）, tenacissoside I （6）, tenacissoside H （7）, marsdenoside D （8）, tenacigenin A （9）, marsdenoside I （10）, and tenacigenin C （11）. The structures of 11 compounds were elucidated on the basis of extensive analyses of spectroscopic data including MS, 1D NMR and 2D NMR, and comparison of their spectroscopic data with those reported in the literatures.

关键词： Xiaoaiping injection marsdenia tenacissima Polyoxypregnane glycoside