Natural anti-HIV agents.: Part IV.: Anti-HIV constituents from Vatica cinerea

Natural anti-HIV agents.: Part IV.: Anti-HIV constituents from Vatica cinerea
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DOI:
10.1021/np020379y
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发表时间:
2003-02-01
影响因子:
5.1
通讯作者:
Fong, HHS
Fong, HHS
中科院分区:
生物学2区
文献类型:
--
作者:
Zhang, HJ;Tan, GT;Fong, HHS

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在从越南植物中持续寻找抗HIV化合物的过程中,从灰青的叶和茎的提取物中分离出19种化合物,包括一种新的三萜。新的三萜被确定为具有29个骨架碳的环阿屯烷三萜,并被指定为vaticinone(1)。已知的三萜包括三个环木菠萝烷、一个羊毛烷、两个达玛烷、三个羽扇烷、一个熊烷和一个齐墩果烷。叶绿素分离物被鉴定为脱镁叶绿酸a(13)。大多数三萜、倍半萜、1-羟基环色烯酮和脱镁叶绿酸a显示出抗HIV活性,其中叶绿素最具活性,显示出1.5 μ g/mL(2.5 μ M)的IC 50值,而在高达20 μ g/mL(33.8 μ M)的浓度下完全没有毒性。发现Vaticinone(1)抑制HIV-1的复制,IC 50值为6.5 μ g/mL(15.3 μ M;选择指数= 1.4)。这些分离物的结构通过光谱数据,包括1D和2D NMR谱确定。
In a continuing search for anti-HIV compounds from plants of Vietnam, 19 compounds, including a new triterpene, were isolated from an extract of the leaves and stem of Vatica cinerea. The new triterpene was determined to be a cycloartane triterpenoid with 29 skeletal carbons and was assigned the name vaticinone (1). The known triterpenes included three cycloartanes, a lanostane, two dammaranes, three lupanes, an ursane, and an oleanane. A chlorophyll isolate was identified as pheophorbide a (13). The majority of the triterpenes, the sesquiterpene, 1-hydroxycyclocolorenone, and pheophorbide a showed anti-HIV activity, with the chlorophyll being the most active, demonstrating an IC50 value of 1.5 mug/mL (2.5 muM), while being completely devoid of toxicity up to a concentration of 20 mug/mL (33.8 muM). Vaticinone (1) was found to inhibit the replication of HIV-1, with an IC50 value of 6.5 mug/mL (15.3,uM; selective index = 1.4). The structures of these isolates were determined by spectral data including 1D and 2D NMR spectra.