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厚丝藻 B 和 C:来自厚丝藻 Hudson 的新二萜。

Pachydictyols B and C: new diterpenes from Dictyota dichotoma Hudson.

机构信息

Department of Botany, Faculty of Science, Mansoura University, Algomhuria St. 60, El-Mansoura 35516, Egypt.

出版信息

Mar Drugs. 2013 Aug 22;11(9):3109-23. doi: 10.3390/md11093109.

DOI:10.3390/md11093109
PMID:23975221
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3801117/
Abstract

Two new diterpenoids, pachydictyol B (1a/1b) and C (2), were isolated from the dichloromethane extract of the marine brown alga, Dictyota dichotoma, collected from the Red Sea coast of Egypt, along with the known metabolites, pachydictyol A (3a), dictyol E (4), cis-africanan-1α-ol (5a), fucosterol (6), tetrahydrothiophen-1,1-dioxide and poly-β-hydroxybutyric acid. GC-MS analysis of the nonpolar fractions also indicated the presence of β-bourbonene and nonanal, along with three hydrocarbons and five fatty acids or their simple derivatives, respectively. GC-MS analysis of the unsaponifiable algal petroleum ether extract revealed the presence of a further eight compounds, among them 2,2,6,7-tetramethyl-10-oxatricyclo[4.3.0.1(1,7)]decan-5-one (7), N-(4-bromo-n-butyl)-pipe ridin-2-one (8) and tert-hexadecanethiol. Structures 1-6 were assigned by 1D and 2D NMR, mass spectra (EI, CI, HREI and HRESI) and by comparison with data from related structures. The crude algal extract was potently active against the breast carcinoma tumor cell line, MCF7 (IC₅₀ = 0.6 µg mL⁻¹); pachydictyol B (1a) and dictyol E (4) showed weak antimicrobial properties, and the other compounds were inactive. Pachydictyols B (1a) and C (2) demonstrated a weak and unselective cytotoxicity against twelve human tumor cell lines with a mean IC₅₀ of >30.0 µM.

摘要

从埃及红海沿岸采集的海洋褐藻 Dictyota dichotoma 的二氯甲烷提取物中分离得到了两个新的二萜类化合物,pachydictyol B(1a/1b)和 C(2),以及已知代谢物 pachydictyol A(3a)、dictyol E(4)、cis-africanan-1α-ol(5a)、fucosterol(6)、四氢噻吩-1,1-二氧化物和聚-β-羟基丁酸。非极性馏分的 GC-MS 分析还表明存在 β-波旁烯和壬醛,以及三种烃类和五种脂肪酸或其简单衍生物。GC-MS 分析不可皂化的藻类石油醚提取物显示存在另外八种化合物,其中包括 2,2,6,7-四甲基-10-氧杂三环[4.3.0.1(1,7)]癸烷-5-酮(7)、N-(4-溴-n-丁基)-哌啶-2-酮(8)和叔十六烷硫醇。结构 1-6 通过 1D 和 2D NMR、质谱(EI、CI、HREI 和 HRESI)以及与相关结构数据的比较来确定。粗藻类提取物对乳腺癌肿瘤细胞系 MCF7 具有很强的活性(IC₅₀=0.6 µg mL⁻¹);pachydictyol B(1a)和 dictyol E(4)显示出微弱的抗菌特性,而其他化合物则没有活性。pachydictyols B(1a)和 C(2)对 12 个人类肿瘤细胞系表现出微弱且非选择性的细胞毒性,平均 IC₅₀值大于 30.0 µM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/c8a9deae6b1d/marinedrugs-11-03109-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/dd94c4e67d79/marinedrugs-11-03109-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/d706bf896448/marinedrugs-11-03109-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/02794e72b4f5/marinedrugs-11-03109-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/daaab2e0438b/marinedrugs-11-03109-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/c8a9deae6b1d/marinedrugs-11-03109-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/dd94c4e67d79/marinedrugs-11-03109-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/d706bf896448/marinedrugs-11-03109-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/02794e72b4f5/marinedrugs-11-03109-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/daaab2e0438b/marinedrugs-11-03109-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/726d/3801117/c8a9deae6b1d/marinedrugs-11-03109-g005.jpg

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