LC-MS Identification, Isolation, and Structural Elucidation of Anti-HIV Tigliane Diterpenoids from Wikstroemia lamatsoensis

Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two ne...

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Published inJournal of natural products (Washington, D.C.) Vol. 84; no. 8; pp. 2366 - 2373
Main Authors Zhang, Mi, Otsuki, Kouharu, Kikuchi, Takashi, Bai, Zi-Song, Zhou, Di, Huang, Li, Chen, Chin-Ho, Morris-Natschke, Susan L., Lee, Kuo-Hsiung, Li, Ning, Koike, Kazuo, Li, Wei
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 27.08.2021
Subjects
Anti-HIV Agents - chemistry
Anti-HIV Agents - pharmacology
antiretroviral agents
antiretroviral properties
Cell Line
Chemistry, Medicinal
China
Diterpenes - chemistry
Diterpenes - pharmacology
diterpenoids
fractionation
HIV-1 - drug effects
Humans
Life Sciences & Biomedicine
Molecular Structure
Pharmacology & Pharmacy
Phorbols - chemistry
Phorbols - pharmacology
phytochemicals
Phytochemicals - chemistry
Phytochemicals - pharmacology
Plant Sciences
Science & Technology
Wikstroemia
Wikstroemia - chemistry
China
THYMELAEACEAE
PROSTRATIN
EUPHORBIACEAE
ESTERS
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Abstract Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1-8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC50 values of 0.18, 3.8, and 12.8 nM, respectively.
AbstractList Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on led to the isolation of eight tiglianes ( - ), including two new compounds, wikstrocin D ( ) and wikstrocin E ( ). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes - were also summarized. Among the isolated tiglianes, three compounds ( , , and ) showed the most potent anti-HIV activity, with IC values of 0.18, 3.8, and 12.8 nM, respectively.
Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1-8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC50 values of 0.18, 3.8, and 12.8 nM, respectively.
Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1-8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC50 values of 0.18, 3.8, and 12.8 nM, respectively.Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1-8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC50 values of 0.18, 3.8, and 12.8 nM, respectively.
Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1–8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1–8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC₅₀ values of 0.18, 3.8, and 12.8 nM, respectively.
Author Li, Ning
Chen, Chin-Ho
Huang, Li
Lee, Kuo-Hsiung
Zhang, Mi
Morris-Natschke, Susan L.
Kikuchi, Takashi
Li, Wei
Koike, Kazuo
Otsuki, Kouharu
Zhou, Di
Bai, Zi-Song
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Snippet Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and...
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SubjectTerms Anti-HIV Agents - chemistry
Anti-HIV Agents - pharmacology
antiretroviral agents
antiretroviral properties
Cell Line
Chemistry, Medicinal
China
Diterpenes - chemistry
Diterpenes - pharmacology
diterpenoids
fractionation
HIV-1 - drug effects
Humans
Life Sciences & Biomedicine
Molecular Structure
Pharmacology & Pharmacy
Phorbols - chemistry
Phorbols - pharmacology
phytochemicals
Phytochemicals - chemistry
Phytochemicals - pharmacology
Plant Sciences
Science & Technology
Wikstroemia
Wikstroemia - chemistry
Title LC-MS Identification, Isolation, and Structural Elucidation of Anti-HIV Tigliane Diterpenoids from Wikstroemia lamatsoensis
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https://www.ncbi.nlm.nih.gov/pubmed/34445872
https://www.proquest.com/docview/2566036177
https://www.proquest.com/docview/2636809524
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