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Literature DB >> 28876071

Tabercorymines A and B, Two Vobasinyl-Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa.

Yu-Xi Yuan¹, Yu Zhang, Ling-Li Guo, Yue-Hu Wang, Masuo Goto², Susan L Morris-Natschke², Kuo-Hsiung Lee^2,3, Xiao-Jiang Hao.

Abstract

Tabercorymines A (1) and B (2), two new vobasinyl-ibogan-type bisindole alkaloids with an unprecedented skeleton, were isolated from Tabernaemontana corymbosa. Their structures were established by a combination of spectroscopic data, chemical transformation, single-crystal X-ray diffraction, and ECD calculation. Compound 1 represents a novel bisindole alkaloid, characterized by a caged heteropentacyclic ring system incorporating an unprecedented C-7/C-20 bond in the vobasinyl unit. Alkaloids 1 and 2 showed potent antiproliferative activity against several human cancer cell lines, including vincristine-resistant KB.

Entities: CellLine Chemical Disease Gene Mutation Species

Mesh：

Substances：

Year: 2017 PMID： 28876071 PMCID： PMC6421835 DOI： 10.1021/acs.orglett.7b02445

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

18 in total

1. The use of X-ray crystallography to determine absolute configuration.

Authors: H D Flack; G Bernardinelli
Journal: Chirality Date: 2008-05-15 Impact factor: 2.437

2. Angustifonines A and B, cytotoxic bisindole alkaloids from Bousigonia angustifolia.

Authors: Yan-hui Fu; Ying-tong Di; Hong-ping He; Shun-lin Li; Yu Zhang; Xiao-jiang Hao
Journal: J Nat Prod Date: 2014-01-13 Impact factor: 4.050

3. Indole alkaloids from Ervatamia chinensis.

Authors: Ling-Li Guo; Hong-Ping He; Ying-Tong Di; Shi-Fei Li; Yuan-Yuan Cheng; Wei Yang; Yan Li; Jian-Ping Yu; Yu Zhang; Xiao-Jiang Hao
Journal: Phytochemistry Date: 2011-11-25 Impact factor: 4.072

4. The boat-shaped polyketide resistoflavin results from re-facial central hydroxylation of the discoid metabolite resistomycin.

Authors: Keishi Ishida; Katja Maksimenka; Kathrin Fritzsche; Kirstin Scherlach; Gerhard Bringmann; Christian Hertweck
Journal: J Am Chem Soc Date: 2006-11-15 Impact factor: 15.419

5. New alkaloids of the sarpagine group from Rauvolfia serpentina hairy root culture.

Authors: Yuri Sheludko; Irina Gerasimenko; Heinz Kolshorn; Joachim Stöckigt
Journal: J Nat Prod Date: 2002-07 Impact factor: 4.050

6. Alasmontamine A, A first tetrakis monoterpene indole alkaloid from Tabernaemontana elegans.

Authors: Yusuke Hirasawa; Saori Miyama; Takahiro Hosoya; Koichiro Koyama; Abdul Rahman; Idha Kusumawati; Noor Cholies Zaini; Hiroshi Morita
Journal: Org Lett Date: 2009-12-17 Impact factor: 6.005

7. Analgesic components from bornean medicinal plants, Tabernaemontana pauciflora Blume and Tabernaemontana pandacaqui Poir.

Authors: E Okuyama; L H Gao; M Yamazaki
Journal: Chem Pharm Bull (Tokyo) Date: 1992-08 Impact factor: 1.645

Tabercorymines A and B, Two Vobasinyl-Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa.

1. The use of X-ray crystallography to determine absolute configuration.

2. Angustifonines A and B, cytotoxic bisindole alkaloids from Bousigonia angustifolia.

3. Indole alkaloids from Ervatamia chinensis.

4. The boat-shaped polyketide resistoflavin results from re-facial central hydroxylation of the discoid metabolite resistomycin.

5. New alkaloids of the sarpagine group from Rauvolfia serpentina hairy root culture.

6. Alasmontamine A, A first tetrakis monoterpene indole alkaloid from Tabernaemontana elegans.

7. Analgesic components from bornean medicinal plants, Tabernaemontana pauciflora Blume and Tabernaemontana pandacaqui Poir.

8. New bisindole alkaloids from Tabernaemontana corymbosa.

9. Cytotoxic indole alkaloids from Tabernaemontana divaricata.

10. Determination of absolute structure using Bayesian statistics on Bijvoet differences.

Review 1. Major Bioactive Alkaloids and Biological Activities of Tabernaemontana Species (Apocynaceae).

Review 2. An Explorer of Chemical Biology of Plant Natural Products in Southwest China, Xiaojiang Hao.