Literature DB >> 32045775

Uncommon nornardosinane, seconeolemnane and related sesquiterpenoids from Xisha soft coral Litophyton nigrum.

Fan Yang1, Song-Wei Li2, Jun Zhang3, Lin-Fu Liang4, Yan-Hua Lu5, Yue-Wei Guo6.   

Abstract

Three new nardosinane-type sesquiterpenoids linardosinenes A-C (1-3) and four new neolemnane-type sesquiterpenoids lineolemnenes A-D (4-7), together with the related known compound 4-acetoxy-2,8-neolemnadien-5-one (8), were isolated from the Xisha soft coral Litophyton nigrum. The structures of these new compounds were elucidated by comprehensive analyses of spectroscopic data, in association withmodified Mosher's method and ECD calculations for configurational assignments and the absolute configuration of8was determined by X-ray diffraction analysis for the first time. Structurally uncommon nornardosinane and seconeolemnane skeletons for compounds 1 and 7, respectively, are rare carbon frameworks in naturally occurring sesquiterpenoids. The absolute configurations of 1, 7, and 8 were determined by modified Mosher's method, TDDFT ECD approach, and X-ray diffraction analysis, respectively. This is the first chemical study of L. nigrum and the first report of nornardosinane, seconeolemnane and related sesquiterpenoids from the genus Litophyton. The isolates 1-7 were evaluated for their cytotoxicity against THP-1, SNU-398, HT-29, Capan-1 and A549 cell lines and inhibitory activities against PTP1B, BRD4, HDAC1 and HDAC6 protein kinases. The results indicated that compounds 2-5 inhibited proliferation of human cancer cells. However, none of them were potent inhibitors of protein kinases.
Copyright © 2020 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Cytotoxicity; Inhibitory activity; Litophyton nigrum; Nornardosinane; Seconeolemnane

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Year:  2020        PMID: 32045775     DOI: 10.1016/j.bioorg.2020.103636

Source DB:  PubMed          Journal:  Bioorg Chem        ISSN: 0045-2068            Impact factor:   5.275


  3 in total

Review 1.  Chemistry and bioactivity of secondary metabolites from South China Sea marine fauna and flora: recent research advances and perspective.

Authors:  Jiao Liu; Yu-Cheng Gu; Ming-Zhi Su; Yue-Wei Guo
Journal:  Acta Pharmacol Sin       Date:  2022-09-14       Impact factor: 7.169

2.  Six New Diterpene Glycosides from the Soft Coral Lemnaliabournei.

Authors:  Xia Yan; Han Ouyang; Te Li; Yutong Shi; Bin Wu; Xiaojun Yan; Shan He
Journal:  Mar Drugs       Date:  2021-06-14       Impact factor: 5.118

3.  Antimicrobial Terpenoids from South China Sea Soft Coral Lemnalia sp.

Authors:  Xia Yan; Han Ouyang; Wei Wang; Jing Liu; Te Li; Bin Wu; Xiaojun Yan; Shan He
Journal:  Mar Drugs       Date:  2021-05-22       Impact factor: 5.118

  3 in total

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