Phakefustatins A–C: Kynurenine-Bearing Cycloheptapeptides as RXRα Modulators from the Marine Sponge Phakellia fusca

A neutral-loss scanning mass method was used to explore new kynurenine-containing cycloheptapeptides, phakefustatins A–C (1–3), from the marine sponge Phakellia fusca. Their structures were elucidated by spectroscopic analysis and the advanced Marfey’s method. 1 was total synthesized via a final-sta...

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Bibliographic Details
Published in:Organic letters 2020-09, Vol.22 (17), p.6703-6708
Main Authors: Wu, Ying, Liao, Hongze, Liu, Li-Yun, Sun, Fan, Chen, Hai-Feng, Jiao, Wei-Hua, Zhu, Hong-Rui, Yang, Fan, Huang, Gang, Zeng, De-Quan, Zhou, Mi, Wang, Shu-Ping, Lin, Hou-Wen
Format: Article
Language:English
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Summary:A neutral-loss scanning mass method was used to explore new kynurenine-containing cycloheptapeptides, phakefustatins A–C (1–3), from the marine sponge Phakellia fusca. Their structures were elucidated by spectroscopic analysis and the advanced Marfey’s method. 1 was total synthesized via a final-stage ozonolysis strategy by the combination of solid/solution-phase synthesis. Phakefustatin A (1) was identified as a RXRα modulator to inhibit cancer cell growth, and its pharmacophores could be Kyn and guanidine groups.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01586