Calosides A-F, Cardenolides from Calotropis gigantea and Their Cytotoxic Activity

Mai T.T. Nguyen; Khang D.H. Nguyen; Phu H. Dang; Hai X. Nguyen; Suresh Awale; Nhan T. Nguyen

doi:10.1021/acs.jnatprod.9b00875

Calosides A-F, Cardenolides from Calotropis gigantea and Their Cytotoxic Activity

Mai T.T. Nguyen, Khang D.H. Nguyen, Phu H. Dang, Hai X. Nguyen, Suresh Awale^*, Nhan T. Nguyen

^*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

23 Scopus citations

Abstract

Phytochemical analysis of the roots of Calotropis gigantea led to the isolation of six new cardenolide glycosides, calosides A-F (1-6), and five known cardenolides (7-11). The structures of 1-6 were elucidated based on NMR and ECD spectroscopic data interpretation. Caloside D (4) is the first naturally occurring example of a cardenolide containing a C-8/C-19 oxygen bridge. In turn, calosides E (5) and F (6) represent the first naturally occurring 3-epi-cannogenol diglycosides having potent cytotoxicity against the PANC-1 cell line (IC₅₀, 0.081 and 0.070 μM, respectively) and HeLa (IC₅₀, both 0.17 μM) cells, under normoglycemic conditions.

Original language	English
Pages (from-to)	385-391
Number of pages	7
Journal	Journal of Natural Products
Volume	83
Issue number	2
DOIs	https://doi.org/10.1021/acs.jnatprod.9b00875
State	Published - 2020/02/28

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/acs.jnatprod.9b00875

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title = "Calosides A-F, Cardenolides from Calotropis gigantea and Their Cytotoxic Activity",

abstract = "Phytochemical analysis of the roots of Calotropis gigantea led to the isolation of six new cardenolide glycosides, calosides A-F (1-6), and five known cardenolides (7-11). The structures of 1-6 were elucidated based on NMR and ECD spectroscopic data interpretation. Caloside D (4) is the first naturally occurring example of a cardenolide containing a C-8/C-19 oxygen bridge. In turn, calosides E (5) and F (6) represent the first naturally occurring 3-epi-cannogenol diglycosides having potent cytotoxicity against the PANC-1 cell line (IC50, 0.081 and 0.070 μM, respectively) and HeLa (IC50, both 0.17 μM) cells, under normoglycemic conditions.",

author = "Nguyen, {Mai T.T.} and Nguyen, {Khang D.H.} and Dang, {Phu H.} and Nguyen, {Hai X.} and Suresh Awale and Nguyen, {Nhan T.}",

note = "Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society and American Society of Pharmacognosy.",

year = "2020",

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doi = "10.1021/acs.jnatprod.9b00875",

language = "英語",

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T1 - Calosides A-F, Cardenolides from Calotropis gigantea and Their Cytotoxic Activity

AU - Nguyen, Mai T.T.

AU - Nguyen, Khang D.H.

AU - Dang, Phu H.

AU - Nguyen, Hai X.

AU - Awale, Suresh

AU - Nguyen, Nhan T.

PY - 2020/2/28

Y1 - 2020/2/28

N2 - Phytochemical analysis of the roots of Calotropis gigantea led to the isolation of six new cardenolide glycosides, calosides A-F (1-6), and five known cardenolides (7-11). The structures of 1-6 were elucidated based on NMR and ECD spectroscopic data interpretation. Caloside D (4) is the first naturally occurring example of a cardenolide containing a C-8/C-19 oxygen bridge. In turn, calosides E (5) and F (6) represent the first naturally occurring 3-epi-cannogenol diglycosides having potent cytotoxicity against the PANC-1 cell line (IC50, 0.081 and 0.070 μM, respectively) and HeLa (IC50, both 0.17 μM) cells, under normoglycemic conditions.

AB - Phytochemical analysis of the roots of Calotropis gigantea led to the isolation of six new cardenolide glycosides, calosides A-F (1-6), and five known cardenolides (7-11). The structures of 1-6 were elucidated based on NMR and ECD spectroscopic data interpretation. Caloside D (4) is the first naturally occurring example of a cardenolide containing a C-8/C-19 oxygen bridge. In turn, calosides E (5) and F (6) represent the first naturally occurring 3-epi-cannogenol diglycosides having potent cytotoxicity against the PANC-1 cell line (IC50, 0.081 and 0.070 μM, respectively) and HeLa (IC50, both 0.17 μM) cells, under normoglycemic conditions.

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Calosides A-F, Cardenolides from Calotropis gigantea and Their Cytotoxic Activity

Abstract

ASJC Scopus subject areas

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