Cytotoxic cardenolides from the latex of Calotropis procera

Nadia H Mohamed; Miaomiao Liu; Wael M Abdel-Mageed; Lamya H Alwahibi; Huanqin Dai; Mady Ahmed Ismail; Gamal Badr; Ronald J Quinn; Xueting Liu; Lixin Zhang; Ahmed A M Shoreit

doi:10.1016/j.bmcl.2015.08.044

Cytotoxic cardenolides from the latex of Calotropis procera

Bioorg Med Chem Lett. 2015 Oct 15;25(20):4615-20. doi: 10.1016/j.bmcl.2015.08.044. Epub 2015 Aug 21.

Authors

Affiliations

¹ Department of Botany and Microbiology, Faculty of Science, Assiut University, Assiut, Egypt; Department of Biology, Faculty of Science and Art, Samtah, Jazan University, Saudi Arabia.
² Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China; University of Chinese Academy of Sciences, Beijing 100049, China; Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.
³ Pharmacognosy Department, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia; Pharmacognosy Department, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt.
⁴ Chemistry Department, Science College, Princess Nora Bint Abdul Rahman University, Riyadh 11671, Saudi Arabia.
⁵ Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China.
⁶ Department of Botany and Microbiology, Faculty of Science, Assiut University, Assiut, Egypt.
⁷ Laboratory of Immunology & Molecular Physiology, Zoology Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt.
⁸ Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.
⁹ Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. Electronic address: zhanglixin@im.ac.cn.
¹⁰ Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China. Electronic address: liuxueting_cn@hotmail.com.
¹¹ Department of Botany and Microbiology, Faculty of Science, Assiut University, Assiut, Egypt. Electronic address: ashoreit1968@yahoo.com.

PMID: 26323871
DOI: 10.1016/j.bmcl.2015.08.044

Abstract

Three new cardenolides (3, 9 and 10), along with eight known ones, were isolated from the latex of Calotropis procera. The structural determination was accomplished by the 1D- and 2D-NMR spectra as well as HRESIMS analysis. The growth inhibitory activity of the latex and its sub-fractions as well as isolated compounds was evaluated against human A549 and Hela cell lines. The results exhibited that latex had strong growth inhibitory activity with IC50s of (3.37 μM, A-549) and (6.45 μM, Hela). Among the four extracts (hexane, chloroform, ethyl acetate and aqueous), chloroform extract displayed the highest potential cytotoxic activity, with IC50s of (0.985 μM, A-549) and (1.471 μM, Hela). All the isolated compounds displayed various degrees of cytotoxic activity and the highest activity was observed by calactin (1) with IC50s values of (0.036 μM, A-549) and (0.083 μM, Hela). None of these isolated compounds exhibited good antimicrobial activity evaluated by determination of their MICs using the broth microdilution method against various infectious pathogens. The structure-activity relationships for cytotoxic activity were also discussed.

Keywords: Antimicrobial activity; Asclepiadaceae; Calotropis procera; Cardenolides; Cytotoxicity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / isolation & purification
Anti-Bacterial Agents / pharmacology*
Antifungal Agents / chemistry
Antifungal Agents / isolation & purification
Antifungal Agents / pharmacology*
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Bacteria / drug effects
Calotropis / chemistry*
Cardenolides / chemistry
Cardenolides / isolation & purification
Cardenolides / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Fungi / drug effects
HeLa Cells
Humans
Latex / chemistry*
Microbial Sensitivity Tests
Molecular Structure
Structure-Activity Relationship

Substances

Anti-Bacterial Agents
Antifungal Agents
Antineoplastic Agents, Phytogenic
Cardenolides
Latex