| Literature DB >> 33848174 |
Dongdong Wang1, Wei Jiang1,2, Chang-Kwon Kim1, Heidi R Bokesch1,3, Girma M Woldemichael1,3, Berkley E Gryder4,5, John F Shern4, Javed Khan4, Barry R O'Keefe1,6, John A Beutler1, Kirk R Gustafson1.
Abstract
Neopetrothiazide (1), a pentacyclic isoquinoline quinone, was isolated from a Neopetrosia sp. sponge. The structure elucidation was facilitated by utilizing long-range heteronuclear single quantum multiple bond correlation (LR-HSQMBC) and heteronuclear multiple bond correlation (HMBC) nuclear magnetic resonance (NMR) pulse sequences optimized to detect four- and five-bond 1H-13C heteronuclear correlations. These NMR experiments can help assign proton-deficient structural motifs like neopetrothiazide (1), which has 14 contiguous nonprotonated centers (C, N, and S). Neopetrothiazide (1), with an unprecedented thiazide-fused structural scaffold, is the first natural product containing a thiazide moiety.Entities:
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Year: 2021 PMID: 33848174 PMCID: PMC9341131 DOI: 10.1021/acs.orglett.1c00743
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.072