Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh

Gülaçti Topu; Gönül Yapar; Zeynep Türkmen; Ahmet Ceyhan Gören; Sevil Öksüz; Jennifer K. Schilling; David G.I. Kingston

doi:10.1016/j.phytol.2011.05.002

Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh

Gülaçti Topu^*, Gönül Yapar, Zeynep Türkmen, Ahmet Ceyhan Gören, Sevil Öksüz, Jennifer K. Schilling, David G.I. Kingston

^*Corresponding author for this work

Department of Chemistry

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

25 Citations (Scopus)

Abstract

Bioassay-guided fractionation of a methanol extract of the fruits of Eucalyptus camaldulensis Dehnh. with moderate antiproliferative activity afforded the new triterpene, 3β-acetoxy-urs-11,13(18)-dien-28-oic acid (1) along with the known triterpenoids 3β-hydroxy-urs-11-en-28,13β-olide (2), 3β-acetoxy-urs-11-en-28,13β-olide (3), 3-acetylbetulinic acid (4), oleanolic acid (5), ursolic acid (6), β-amyrin acetate (7), β-sitosterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). Their structures were established on the basis of analysis of their ¹H and ¹³C NMR, APT, gHSQC, gHMBC, UV, IR and mass spectral data. The tested triterpenoids (1-7) exhibited weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.

Original language	English
Pages (from-to)	421-425
Number of pages	5
Journal	Phytochemistry Letters
Volume	4
Issue number	4
DOIs	https://doi.org/10.1016/j.phytol.2011.05.002
Publication status	Published - Dec 2011

Funding

The authors thank TUBITAK and NSF for support of this work with the grant TBAG-U53/NSF-INT-0002071 .

Funders	Funder number
TUBITAK	TBAG-U53/NSF-INT-0002071

Keywords

3β-acetoxy-urs-11, 13(18)-dien-28-oic acid (eucamaldulenoic acid)
A2780 ovarian antiproliferative activity
Eucalyptus camaldulensis
Myrtaceae
Triterpenoids

UN SDGs

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

Access to Document

10.1016/j.phytol.2011.05.002

Cite this

@article{ffc16286e8164947886023439453e134,

title = "Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh",

abstract = "Bioassay-guided fractionation of a methanol extract of the fruits of Eucalyptus camaldulensis Dehnh. with moderate antiproliferative activity afforded the new triterpene, 3β-acetoxy-urs-11,13(18)-dien-28-oic acid (1) along with the known triterpenoids 3β-hydroxy-urs-11-en-28,13β-olide (2), 3β-acetoxy-urs-11-en-28,13β-olide (3), 3-acetylbetulinic acid (4), oleanolic acid (5), ursolic acid (6), β-amyrin acetate (7), β-sitosterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). Their structures were established on the basis of analysis of their 1H and 13C NMR, APT, gHSQC, gHMBC, UV, IR and mass spectral data. The tested triterpenoids (1-7) exhibited weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.",

keywords = "3β-acetoxy-urs-11, 13(18)-dien-28-oic acid (eucamaldulenoic acid), A2780 ovarian antiproliferative activity, Eucalyptus camaldulensis, Myrtaceae, Triterpenoids",

author = "G{\"u}la{\c c}ti Topu and G{\"o}n{\"u}l Yapar and Zeynep T{\"u}rkmen and G{\"o}ren, {Ahmet Ceyhan} and Sevil {\"O}ks{\"u}z and Schilling, {Jennifer K.} and Kingston, {David G.I.}",

year = "2011",

month = dec,

doi = "10.1016/j.phytol.2011.05.002",

language = "English",

volume = "4",

pages = "421--425",

journal = "Phytochemistry Letters",

issn = "1874-3900",

publisher = "Elsevier B.V.",

number = "4",

}

TY - JOUR

T1 - Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh

AU - Topu, Gülaçti

AU - Yapar, Gönül

AU - Türkmen, Zeynep

AU - Gören, Ahmet Ceyhan

AU - Öksüz, Sevil

AU - Schilling, Jennifer K.

AU - Kingston, David G.I.

PY - 2011/12

Y1 - 2011/12

N2 - Bioassay-guided fractionation of a methanol extract of the fruits of Eucalyptus camaldulensis Dehnh. with moderate antiproliferative activity afforded the new triterpene, 3β-acetoxy-urs-11,13(18)-dien-28-oic acid (1) along with the known triterpenoids 3β-hydroxy-urs-11-en-28,13β-olide (2), 3β-acetoxy-urs-11-en-28,13β-olide (3), 3-acetylbetulinic acid (4), oleanolic acid (5), ursolic acid (6), β-amyrin acetate (7), β-sitosterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). Their structures were established on the basis of analysis of their 1H and 13C NMR, APT, gHSQC, gHMBC, UV, IR and mass spectral data. The tested triterpenoids (1-7) exhibited weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.

AB - Bioassay-guided fractionation of a methanol extract of the fruits of Eucalyptus camaldulensis Dehnh. with moderate antiproliferative activity afforded the new triterpene, 3β-acetoxy-urs-11,13(18)-dien-28-oic acid (1) along with the known triterpenoids 3β-hydroxy-urs-11-en-28,13β-olide (2), 3β-acetoxy-urs-11-en-28,13β-olide (3), 3-acetylbetulinic acid (4), oleanolic acid (5), ursolic acid (6), β-amyrin acetate (7), β-sitosterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). Their structures were established on the basis of analysis of their 1H and 13C NMR, APT, gHSQC, gHMBC, UV, IR and mass spectral data. The tested triterpenoids (1-7) exhibited weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.

KW - 3β-acetoxy-urs-11, 13(18)-dien-28-oic acid (eucamaldulenoic acid)

KW - A2780 ovarian antiproliferative activity

KW - Eucalyptus camaldulensis

KW - Myrtaceae

KW - Triterpenoids

UR - http://www.scopus.com/inward/record.url?scp=81855183247&partnerID=8YFLogxK

U2 - 10.1016/j.phytol.2011.05.002

DO - 10.1016/j.phytol.2011.05.002

M3 - Article

AN - SCOPUS:81855183247

SN - 1874-3900

VL - 4

SP - 421

EP - 425

JO - Phytochemistry Letters

JF - Phytochemistry Letters

IS - 4

ER -

Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh

Abstract

Funding

Keywords

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this