Clerodendrumol, A New Triterpenoid from Clerodendrum yaundense G ürke (Lamiaceae)

Maurice D. Awouafack; Simayijiang Aimaiti; Pierre Tane; Hiroyuki Morita

doi:10.1002/hlca.201500217

Clerodendrumol, A New Triterpenoid from Clerodendrum yaundense G ürke (Lamiaceae)

Maurice D. Awouafack^*, Simayijiang Aimaiti, Pierre Tane, Hiroyuki Morita

^*Corresponding author for this work

Section of Natural Products & Drug Discovery, Division of Medicinal Resources, Institute of Natural Medicine

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

A new lupane-type triterpene named clerodendrumol (1), i.e., (16α)-lupa-12,20(29)-dien-16-ol, together with five known compounds, octacosa-(5Z,9Z)-dienoic acid (3), tetracosanoic acid (4), genkwanin (5), (12S)-hydroxyoctadeca-(9Z,13E,15E)-trienoic acid (6), and (9S)-hydroxyoctadeca-(10E,12E)-dienoic acid (7), were isolated from the twigs of Clerodendrum yaundense. O-Acetylclerodendrumol (2), a derivative of 1, was prepared by a standard acetylation procedure applied to compound 1. The structure of the new compound was elucidated using spectroscopic analysis (NMR and MS) data, and chemical conversions (acetylation and deacetylation). The human breast cancer cell line (MDA-MB-231) was sensitive to all test samples, and clerodendrumol (1) as well as its derivative 2 had good activity (IC₅₀ values 7.5 and 13.2 μM). Genkwanin (5) exhibited strong activity on HeLa cell line with IC₅₀ 7.8 μM.

Original language	English
Pages (from-to)	161-164
Number of pages	4
Journal	Helvetica Chimica Acta
Volume	99
Issue number	2
DOIs	https://doi.org/10.1002/hlca.201500217
State	Published - 2016/02/01

Keywords

Acetylclerodendrumol
Antiproliferative activity
Clerodendrum yaundense
Clerodendrumol

ASJC Scopus subject areas

Catalysis
Biochemistry
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1002/hlca.201500217

Cite this

@article{2e198d646e9b42daa55c9ef552d5a6aa,

title = "Clerodendrumol, A New Triterpenoid from Clerodendrum yaundense G {\"u}rke (Lamiaceae)",

abstract = "A new lupane-type triterpene named clerodendrumol (1), i.e., (16α)-lupa-12,20(29)-dien-16-ol, together with five known compounds, octacosa-(5Z,9Z)-dienoic acid (3), tetracosanoic acid (4), genkwanin (5), (12S)-hydroxyoctadeca-(9Z,13E,15E)-trienoic acid (6), and (9S)-hydroxyoctadeca-(10E,12E)-dienoic acid (7), were isolated from the twigs of Clerodendrum yaundense. O-Acetylclerodendrumol (2), a derivative of 1, was prepared by a standard acetylation procedure applied to compound 1. The structure of the new compound was elucidated using spectroscopic analysis (NMR and MS) data, and chemical conversions (acetylation and deacetylation). The human breast cancer cell line (MDA-MB-231) was sensitive to all test samples, and clerodendrumol (1) as well as its derivative 2 had good activity (IC50 values 7.5 and 13.2 μM). Genkwanin (5) exhibited strong activity on HeLa cell line with IC50 7.8 μM.",

keywords = "Acetylclerodendrumol, Antiproliferative activity, Clerodendrum yaundense, Clerodendrumol",

author = "Awouafack, {Maurice D.} and Simayijiang Aimaiti and Pierre Tane and Hiroyuki Morita",

note = "Publisher Copyright: Copyright {\textcopyright} 2016 Verlag Helvetica Chimica Acta AG, Z{\"u}rich.",

year = "2016",

month = feb,

day = "1",

doi = "10.1002/hlca.201500217",

language = "英語",

volume = "99",

pages = "161--164",

journal = "Helvetica Chimica Acta",

issn = "0018-019X",

publisher = "Wiley-Blackwell",

number = "2",

}

TY - JOUR

T1 - Clerodendrumol, A New Triterpenoid from Clerodendrum yaundense G ürke (Lamiaceae)

AU - Awouafack, Maurice D.

AU - Aimaiti, Simayijiang

AU - Tane, Pierre

AU - Morita, Hiroyuki

PY - 2016/2/1

Y1 - 2016/2/1

N2 - A new lupane-type triterpene named clerodendrumol (1), i.e., (16α)-lupa-12,20(29)-dien-16-ol, together with five known compounds, octacosa-(5Z,9Z)-dienoic acid (3), tetracosanoic acid (4), genkwanin (5), (12S)-hydroxyoctadeca-(9Z,13E,15E)-trienoic acid (6), and (9S)-hydroxyoctadeca-(10E,12E)-dienoic acid (7), were isolated from the twigs of Clerodendrum yaundense. O-Acetylclerodendrumol (2), a derivative of 1, was prepared by a standard acetylation procedure applied to compound 1. The structure of the new compound was elucidated using spectroscopic analysis (NMR and MS) data, and chemical conversions (acetylation and deacetylation). The human breast cancer cell line (MDA-MB-231) was sensitive to all test samples, and clerodendrumol (1) as well as its derivative 2 had good activity (IC50 values 7.5 and 13.2 μM). Genkwanin (5) exhibited strong activity on HeLa cell line with IC50 7.8 μM.

AB - A new lupane-type triterpene named clerodendrumol (1), i.e., (16α)-lupa-12,20(29)-dien-16-ol, together with five known compounds, octacosa-(5Z,9Z)-dienoic acid (3), tetracosanoic acid (4), genkwanin (5), (12S)-hydroxyoctadeca-(9Z,13E,15E)-trienoic acid (6), and (9S)-hydroxyoctadeca-(10E,12E)-dienoic acid (7), were isolated from the twigs of Clerodendrum yaundense. O-Acetylclerodendrumol (2), a derivative of 1, was prepared by a standard acetylation procedure applied to compound 1. The structure of the new compound was elucidated using spectroscopic analysis (NMR and MS) data, and chemical conversions (acetylation and deacetylation). The human breast cancer cell line (MDA-MB-231) was sensitive to all test samples, and clerodendrumol (1) as well as its derivative 2 had good activity (IC50 values 7.5 and 13.2 μM). Genkwanin (5) exhibited strong activity on HeLa cell line with IC50 7.8 μM.

KW - Acetylclerodendrumol

KW - Antiproliferative activity

KW - Clerodendrum yaundense

KW - Clerodendrumol

UR - http://www.scopus.com/inward/record.url?scp=84960373786&partnerID=8YFLogxK

U2 - 10.1002/hlca.201500217

DO - 10.1002/hlca.201500217

M3 - 学術論文

AN - SCOPUS:84960373786

SN - 0018-019X

VL - 99

SP - 161

EP - 164

JO - Helvetica Chimica Acta

JF - Helvetica Chimica Acta

IS - 2

ER -

Clerodendrumol, A New Triterpenoid from Clerodendrum yaundense G ürke (Lamiaceae)

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

Access to Document

Fingerprint

Cite this