Evidence map›Paper›PMID 27010413›Full record

ArticleJournal of natural products2016

Structurally Diverse Metabolites from the Soft Coral Sinularia verruca Collected in the South China Sea.

Weiping Yuan, Shimiao Cheng, Weitao Fu, Min Zhao, Xiubao Li, Yuepiao Cai, Jianyong Dong, Kexin Huang, Kirk R Gustafson, Pengcheng Yan

Abstract read
In one paragraph

Article in Journal of natural products, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed.

  1. The Diels-Alder Reaction as a Key Step in Natural Product Synthesis.Progress in the chemistry of organic natural products · 2026
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

10 authors.

Weiping YuanSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Shimiao ChengThe Fifth Affiliated Hospital, Wenzhou Medical University , Lishui, Zhejiang 323000, People's Republic of China.
Weitao FuSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Min ZhaoSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Xiubao LiKey Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou, Guangdong 510301, People's Republic of China.
Yuepiao CaiSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Jianyong DongSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Kexin HuangSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.
Kirk R GustafsonMolecular Targets Laboratory, Center for Cancer Research, National Cancer Institute , Frederick, Maryland 21702-1201, United States.
Pengcheng YanSchool of Pharmaceutical Sciences, Wenzhou Medical University , Wenzhou, Zhejiang 325035, People's Republic of China.

Funding

Natural Products Discovery and Characterization Through Network CollaborationsZIABC011568 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI DU, LIN · 2014 to 2025
$17.2M
Intramural NIH HHS Z99 CA999999
6 · The paper itself

Abstract

Nineteen metabolites with diverse structures, including the rare pyrroloindoline alkaloid verrupyrroloindoline (1), the unprecedented highly fused benzosesquiterpenoid verrubenzospirolactone (2), the new asteriscane-type sesquiterpenoid 10-deoxocapillosanane D (3), and the two new cyclopentenone derivatives (4S*,5S*)-4-hydroxy-5-(hydroxymethyl)-2,3-dimethyl-4-pentylcyclopent-2-en-1-one (4) and (S)-4-hydroxy-5-methylene-2,3-dimethyl-4-pentylcyclopent-2-en-1-one (5), were isolated from a South China Sea collection of the soft coral Sinularia verruca. Eleven previously described marine metabolites (7-15, 18, and 19) were also obtained as well as three new EtOH-adduct artifacts (6, 16, and 17). The structures of the new compounds were elucidated by extensive spectroscopic analysis and by comparison with previously reported data. Compounds 4, 5, and 16 showed protection against the cytopathic effects of HIV-1 infection with EC50 values of 5.8-34 μM, and 4, 6, and 16 exhibited inhibition against LPS-induced NO production with IC50 values of 24-28 μM.

Indexed as

AnimalsAnthozoaChinaCyclopentanesHIV-1Indole AlkaloidsLipopolysaccharidesMacrophages, PeritonealMiceMolecular StructureNitric OxideNuclear Magnetic Resonance, BiomolecularOceans and SeasSesquiterpenes10-deoxocapillosanane DCyclopentanescyclopentenoneIndole AlkaloidsLipopolysaccharidesNitric OxideSesquiterpenesverrubenzospirolactoneverrupyrroloindoline

Identifiers

PMID27010413
PMCPMC6328250

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.