Triterpene Glycosides from the Viscera of Sea Cucumber Apostichopus japonicus with Embryotoxicity
Liu, Yanfang1,3; Lu, Zhen1; Yan, Zhi2; Li, Xiaodong1; Yin, Xiuli1; Zhang, Ranran1,3; Li, Yaxi1; Wang, Song4; Xie, Ruliang4; Li, Ke1
KeywordSaponin viscera holostane acute toxicity chemical defense
Corresponding AuthorLi, Ke(kli@yic.ac.cn)
AbstractSea cucumbers release chemical repellents from their guts when they are in danger from predators or a hostile environment. To investigate the chemical structure of the repellent, we collected and chemically analyzed the viscera of stressed sea cucumbers (Apostichopus japonicus) in the Yellow Sea of China. Two undescribed triterpene glycosides (1 and 2), together with a known cladoloside A (3), were identified and elucidated as 3 beta-O-{2-O-[beta-d-quinovopyranosyl]-4-O-[3-O-methyl-beta-d-glucopyranosyl-(1 -> 3)-beta-d-glucopyranosyl]-beta-d-xylopyranosyl}-holosta-9(11),25(26)-dien-16-one (1), 3 beta-O-{2-O-[beta-d-glucopyranosyl]-4-O-[3-O-methyl-beta-d-glucopyranosyl-(1 -> 3)-beta-d-glucopyranosyl]-beta-d-xylopyranosyl}-holosta-9(11),25(26)-dien-16-one (2), 3 beta-O-{2-O-[3-O-methyl-beta-d-glucopyranosyl-(1 -> 3)-beta-d-xylopyranosyl-(1 -> 4)-beta-d-quinovopyranosyl]-beta-d-xylopyranosyl}-holosta-9(11),25(26)-dien-16-one (3) by spectroscopic analysis, including HR-ESI-MS and NMR spectra. Compounds 1, 2, and 3 display embryonic toxicity, as indicated by their 96-hour post-fertilization lethal concentration (96 hpf-LC50) values of 0.289, 0.536, and 0.091 mu M, respectively. Our study discovered a class of triterpene glycoside compounds consisting of an oligosaccharide with four sugar units and a holostane aglycone. These compounds possess embryotoxicity and may serve as chemical defense molecules in marine benthic ecosystems.
Funding OrganizationNational Natural Science Foundation of China ; STS Program of CAS ; Yantai Science and Technology Innovation Development Program ; Priority Academic Program Development of Jiangsu Higher Education Institutions ; Taishan Scholar Program from Shandong Province of China ; Yantai Municipal City's Shuangbai Plan
Indexed BySCI
WOS Research AreaBiochemistry & Molecular Biology ; Chemistry
WOS IDWOS:001193765700001
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Document Type期刊论文
Corresponding AuthorLi, Ke
Affiliation1.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Yantai 264003, Peoples R China
2.Yantai Univ, Sch Ocean, Yantai 264005, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
4.Jiangsu Ocean Univ, Coinnovat Ctr Jiangsu Marine Bioind Technol, 59 Cangwu Rd, Lianyungang 222005, Peoples R China
Recommended Citation
GB/T 7714
Liu, Yanfang,Lu, Zhen,Yan, Zhi,et al. Triterpene Glycosides from the Viscera of Sea Cucumber Apostichopus japonicus with Embryotoxicity[J]. CHEMISTRY & BIODIVERSITY,2024:7.
APA Liu, Yanfang.,Lu, Zhen.,Yan, Zhi.,Li, Xiaodong.,Yin, Xiuli.,...&Li, Ke.(2024).Triterpene Glycosides from the Viscera of Sea Cucumber Apostichopus japonicus with Embryotoxicity.CHEMISTRY & BIODIVERSITY,7.
MLA Liu, Yanfang,et al."Triterpene Glycosides from the Viscera of Sea Cucumber Apostichopus japonicus with Embryotoxicity".CHEMISTRY & BIODIVERSITY (2024):7.
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