Discovery, Semisynthesis, Antiparasitic and Cytotoxic Evaluation of 14-Membered Resorcylic Acid Lactones and Their Derivatives

Overview

Journal Sci Rep

Specialty Science

Date 2017 Sep 20

PMID 28924201

Citations 5

Authors

Xue-Qing Zhang

Carmenza Spadafora

Laura M Pineda

Michelle G Ng

Ji-Hong Sun

Wei Wang

Chang-Yun Wang

Yu-Cheng Gu

Chang-Lun Shao

Affiliations

Soon will be listed here.

Abstract

Ten antifouling 14-membered resorcylic acid lactones 1-10 were isolated previously with low or trace natural abundance from the zoanthid-derived Cochliobolus lunatus fungus. Further optimization of fermentation conditions led to the isolation of two major natural compounds 7 and 8 with multi-gram quantities. By one or two steps, we semisynthesized the six trace natural compounds 1-6 and a series of derivatives 11-27 of compounds 7 and 8 with high yields (65-95%). Compounds 11-13 showed strong antiplasmodial activity against Plasmodium falciparum with IC values of 1.84, 8.36, and 6.95 μM, respectively. Very importantly, 11 and 12 were non-toxic with very safety and high therapeutic indices (CC/IC > 180), and thus representing potential promising leads for antiplasmodial drug discovery. Furthermore, 11 was the only compound showed obvious antileishmanial activity against Leishmania donovani with an IC value of 9.22 μM. Compounds 11 and 12 showed the values of IC at 11.9 and 17.2 μM against neglected Chagas' disease causing Trypanosoma cruzi, respectively.

Citing Articles

Semisynthesis, Structure Elucidation and Anti- Activity of a Series of Marine-Derived 14-Membered Resorcylic Acid Lactones with Interesting Ketal Groups.

Yin J, Wang C, Zhang X, Cheng Y, Wu Y, Zhang Q Mar Drugs. 2024; 22(10).

PMID: 39452839 PMC: 11509596. DOI: 10.3390/md22100431.

Study on the Anti- Activity of a Series of Marine-Derived 14-Membered Resorcylic Acid Lactone Derivatives.

Jing Q, Yin J, Cheng Y, Zhang Q, Cao X, Xu W Mar Drugs. 2024; 22(3).

PMID: 38535476 PMC: 10972006. DOI: 10.3390/md22030135.

Structure modification, antialgal, antiplasmodial, and toxic evaluations of a series of new marine-derived 14-membered resorcylic acid lactone derivatives.

Xu W, Wu N, Wu Y, Qi Y, Wei M, Pineda L Mar Life Sci Technol. 2023; 4(1):88-97.

PMID: 37073350 PMC: 10077203. DOI: 10.1007/s42995-021-00103-0.

Anti-leishmanial compounds from microbial metabolites: a promising source.

da Cunha A, Di C Oliveira Y, Dolabella S, Scher R, Souto E, Lopez J Appl Microbiol Biotechnol. 2021; 105(21-22):8227-8240.

PMID: 34625819 DOI: 10.1007/s00253-021-11610-6.

Antiplasmodial natural products: an update.

Tajuddeen N, Van Heerden F Malar J. 2019; 18(1):404.

PMID: 31805944 PMC: 6896759. DOI: 10.1186/s12936-019-3026-1.

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