Tuaimenals B-H, Merosesquiterpenes from the Irish Deep-Sea Soft Coral Duva florida with Bioactivity against Cervical Cancer Cell Lines.

Tuaimenals B-H, Merosesquiterpenes from the Irish Deep-Sea Soft Coral Duva florida with Bioactivity against Cervical Cancer Cell Lines.
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Tuaimenals B-H,来自佛罗里达州杜瓦爱尔兰深海软珊瑚的 Merosesquiterpenes,具有抗宫颈癌细胞系的生物活性。

DOI:
10.1021/acs.jnatprod.2c00898
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发表时间:
2023-01-27
影响因子:
5.1
通讯作者:
Baker, Bill J.
Baker, Bill J.
中科院分区:
生物学2区
文献类型:
--
作者:
Welsch, Joshua T.;Smalley, Tracess B.;Matlack, Jenet K.;Avalon, Nicole E.;Binning, Jennifer M.;Johnson, Mark P.;Allcock, A. Louise;Baker, Bill J.

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先前对爱尔兰深海软珊瑚Duva佛罗里达的化学研究鉴定了tuaimenal A(10),这是一种新的部分倍半萜,含有高度取代的色烯核心,对宫颈癌具有适度的细胞毒性。对这种珊瑚的进一步MS/MS和NMR引导的研究已经导致分离和表征了七种额外的tuaimenal类似物B-H(1-7),以及两种已知的A环芳香化类固醇(8,9)和额外的tuaimenal A(10)。在C5位带有氧的tuaimenal B、F和G(1、5、6)以及单环tuaimenal H(7)与10相比显示出增加的宫颈癌抑制特性。Tuaimenal G还显示出强效的选择性细胞毒性,与CaSki细胞系(EC 50 20 μM)相比,其对C33 A细胞系的EC 50值为0.04 μM。这些数据揭示了tuaimenal类似物的抗癌特性,并表明这些次级代谢产物具有独特的抗增殖机制。
Previous chemical investigation of the Irish deep-sea soft coral Duva florida led to the identification of tuaimenal A (10), a new merosesquiterpene containing a highly substituted chromene core and modest cytotoxicity against cervical cancer. Further MS/MS and NMR-guided investigation of this octocoral has resulted in the isolation and characterization of seven additional tuaimenal analogs, B–H (1–7), as well as two known A-ring aromatized steroids (8, 9), and additional tuaimenal A (10). Tuaimenals B, F, and G (1, 5, 6), bearing an oxygen at the C5 position, as well as monocyclic tuaimenal H (7), show increased cervical cancer inhibition profiles in comparison to that of 10. Tuaimenal G further displayed potent, selective cytotoxicity with an EC50 value of 0.04 μM against the C33A cell line compared to the CaSki cell line (EC50 20 μM). These data reveal the anticancer properties of tuaimenal analogs and suggest unique antiproliferation mechanisms across these secondary metabolites.
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