A new antibacterial octaketide and cytotoxic phenylethanoid glycosides from Pogostemon cablin (Blanco) Benth

Ki Hyun Kim; Christine Beemelmanns; Jon Clardy; Shugeng Cao

doi:10.1016/j.bmcl.2015.04.094

A new antibacterial octaketide and cytotoxic phenylethanoid glycosides from Pogostemon cablin (Blanco) Benth

Bioorg Med Chem Lett. 2015 Jul 15;25(14):2834-6. doi: 10.1016/j.bmcl.2015.04.094. Epub 2015 May 6.

Authors

Ki Hyun Kim¹, Christine Beemelmanns², Jon Clardy³, Shugeng Cao⁴

Affiliations

¹ Natural Product Research Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
² Leibniz Institute for Natural Product Research and Infection Biology e.V., Hans-Knöll-Institute (HKI), Beutenbergstrasse 11a, 07745 Jena, Germany.
³ Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA 02115, United States.
⁴ Natural Products & Experimental Therapeutics, University of Hawaii Cancer Center, 701 Ilalo Street, Honolulu, HI 96813, United States. Electronic address: scao@cc.hawaii.edu.

PMID: 25981688
DOI: 10.1016/j.bmcl.2015.04.094

Abstract

A new octaketide, named cytosporone V (1), and two other known phenylethanoid glycosides (2-3), were isolated from the aerial parts of Pogostemon cablin (Blanco) Benth. The structure of 1 was elucidated by a combination of extensive spectroscopic analyses, including extensive 2D NMR and HR-MS. Compounds 1-3 displayed weak antibacterial activity against two gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus. All isolates were also evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15). Compounds 2 and 3 showed significant cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC50 values ranging from 2.73 to 9.52 μM.

Keywords: Antibacterial activity; Cytotoxicity; Lamiaceae; Octaketide; Pogostemon cablin.

Publication types

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

MeSH terms

Anti-Bacterial Agents / chemistry*
Anti-Bacterial Agents / isolation & purification
Anti-Bacterial Agents / pharmacology
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology
Bacillus subtilis / drug effects
Candida albicans / drug effects
Cell Line, Tumor
Cell Survival / drug effects
Glycosides / chemistry*
Glycosides / isolation & purification
Glycosides / pharmacology
Humans
Lamiaceae / chemistry*
Lamiaceae / metabolism
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Molecular Conformation
Phenylacetates / chemistry*
Phenylacetates / isolation & purification
Phenylacetates / pharmacology
Saccharomyces cerevisiae / drug effects
Staphylococcus aureus / drug effects

Substances

Anti-Bacterial Agents
Antineoplastic Agents, Phytogenic
Glycosides
Phenylacetates