Calotroposides H-N, new cytotoxic oxypregnane oligoglycosides from the root bark of Calotropis procera

被引：15

作者：

Ibrahim, Sabrin R. M. ^{[1
,2
]}

Mohamed, Gamal A. ^{[3
,4
]}

Shaala, Lamiaa A. ^{[5
,6
]}

Banuls, Laetitia Moreno Y. ^{[7
]}

Kiss, Robert ^{[7
]}

Youssef, Diaa T. A. ^{[3
,8
]}

机构：

[1] Taibah Univ, Fac Pharm, Dept Pharmacognosy & Pharmaceut Chem, Al Madinah Al Munawarah 30078, Saudi Arabia

[2] Assiut Univ, Fac Pharm, Dept Pharmacognosy, Assiut 71526, Egypt

[3] King Abdulaziz Univ, Fac Pharm, Dept Nat Prod, Jeddah 21589, Saudi Arabia

[4] Al Azhar Univ, Fac Pharm, Dept Pharmacognosy, Assiut 71524, Egypt

[5] King Abdulaziz Univ, King Fahd Med Res Ctr, Nat Prod Unit, Jeddah 21589, Saudi Arabia

[6] Suez Canal Univ, Suez Canal Univ Hosp, Ismailia 41522, Egypt

[7] Univ Libre Bruxelles, Fac Pharm, Lab Cancerol & Toxicol Expt, Brussels, Belgium

[8] Suez Canal Univ, Fac Pharm, Dept Pharmacognosy, Ismailia 41522, Egypt

来源：

STEROIDS | 2015年 / 96卷

关键词：

Asclepiadaceae; Calotropis procera; Oxypregnane; Calotroposides H-N; Cancer growth inhibitory activity; INDONESIAN MEDICINAL-PLANTS; C-21 STEROIDAL GLYCOSIDES; PREGNANE GLYCOSIDES; CHEMICAL-STRUCTURES; CONSTITUENTS; CARDENOLIDE; LEAVES;

D O I：

10.1016/j.steroids.2015.01.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

As a part of our continuing interest in identifying anticancer drug leads from natural sources, we have investigated the n-BuOH fraction of the root bark of Calotropis procera (Ait) R. Br. Seven new oxypregnane oligoglycosides: calotroposides H-N (1-7) were isolated and identified. Their structures were established on the basis of 1D and 2D NMR studies, HRMS, and GCMS spectral data. The in vitro growth inhibitory activity of the n-BuOH fraction and compounds 1-7 was evaluated against A549 non-small cell lung cancer (NSCLC), U373 glioblastoma (GBM), and PC-3 prostate cancer cell lines. Compounds 4 and 6 showed subnanomolar growth inhibition activity with IC50 ranging from 0.5 to 0.7 mu M against U373 glioblastoma (GBM) and PC-3 prostate cancer cell lines. These results provide further insight into the chemical diversity and biological activities of this class of compounds. (C) 2015 Elsevier Inc. All rights reserved.

引用

页码：63 / 72

页数：10

共 20 条

[1] Bioactivity guided isolation of oxypregnane-oligoglycosides (calotroposides) from the root bark of Calotropis gigantea as potent anticancer agents
Mahar, Rohit
Dixit, Shivani
Joshi, Trapti
Kanojiya, Sanjeev
Mishra, Dipak K.
Konwar, Rituraj
Shukla, Sanjeev K.
[J]. RSC ADVANCES, 2016, 6 (106): : 104215 - 104226
[2] Calotroposide S, New Oxypregnane Oligoglycoside from Calotropis procera Root Bark
Ibrahim, Sabrin R. M.
Mohamed, Gamal A.
Shaala, Lamiaa A.
Youssef, Diaa T. A.
[J]. RECORDS OF NATURAL PRODUCTS, 2016, 10 (06) : 761 - 765
[3] INDONESIAN MEDICINAL-PLANTS .1. CHEMICAL STRUCTURES OF CALOTROPOSIDES-A AND CALOTROPOSIDES-B, 2 NEW OXYPREGNANE-OLIGOGLYCOSIDES FROM THE ROOT OF CALOTROPIS-GIGANTEA (ASCLEPIADACEAE)
KITAGAWA, I
ZHANG, RS
PARK, JD
BAEK, NI
TAKEDA, Y
YOSHIKAWA, M
SHIBUYA, H
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (08) : 2007 - 2013
[4] Triterpenoids from Calotropis procera root bark
Gupta, DK
Ali, M
Bhutani, KK
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (10): : 1079 - 1084
[5] New ursane-type triterpenes from the root bark of Calotropis procera
Ibrahim, Sabrin R. M.
Mohamed, Gamal A.
Shaala, Lamiaa A.
Banuls, Laetitia Moreno Y.
Van Goietsenoven, Gwendoline
Kiss, Robert
Youssef, Diaa T. A.
[J]. PHYTOCHEMISTRY LETTERS, 2012, 5 (03) : 490 - 495
[6] INDONESIAN MEDICINAL-PLANTS .5. CHEMICAL STRUCTURES OF CALOTROPOSIDES C, D, E, F, AND G, 5 ADDITIONAL NEW OXYPREGNANE-OLIGOGLYCOSIDES FROM THE ROOT OF CALOTROPIS-GIGANTEA (ASCLEPIADACEAE)
SHIBUYA, H
ZHANG, RS
PARK, JD
BAEK, NI
TAKEDA, Y
YOSHIKAWA, M
KITAGAWA, I
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (10) : 2647 - 2653
[7] Cytotoxic cardenolides from the root bark of Calotropis gigantea
You, Hanyun
Lei, Min
Song, Weibin
Chen, Hu
Meng, Yuhui
Guo, Dean
Liu, Xuan
Hu, Lihong
[J]. STEROIDS, 2013, 78 (10) : 1029 - 1034
[8] New oleanene triterpenes from root bark of Calotropis procera (Ait.) R.Br.
Ansari, SH
Ali, M
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2000, 39 (04): : 287 - 290
[9] Norditerpenic ester and pentacyclic triterpenoids from root bark of Calotropis procera (Ait) R. Br.
Ansari, SH
Ali, M
[J]. PHARMAZIE, 2001, 56 (02): : 175 - 177
[10] Proceraside A, a new cardiac glycoside from the root barks of Calotropis procera with in vitro anticancer effects
Ibrahim, S. R. M.
Mohamed, G. A.
Shaala, L. A.
Moreno, L.
Banuls, Y.
Kiss, R.
Youssef, D. T. A.
[J]. NATURAL PRODUCT RESEARCH, 2014, 28 (17) : 1322 - 1327

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