Planta Med 2009; 75(5): 541-543
DOI: 10.1055/s-0029-1185310
Natural Product Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Dammarane-Type Triterpene Glycosides from Oncoba manii Active against Methicillin-Resistant Staphylococcus aureus

Eliane Garo1 , Chia S. Hung1 , Russell B. Williams1 , Krista M. Olson1 , Jin-Feng Hu1 , Stephanie M. Rice1 , Grayson W. Hough1 , Matt G. Goering1 , Mark O'Neil-Johnson1 , Gary R. Eldridge1 , Courtney M. Starks1
  • 1Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences, Inc., Saint Louis, Missouri, USA
Further Information

Publication History

received August 25, 2008 revised November 17, 2008

accepted November 28, 2008

Publication Date:
30 January 2009 (online)

Abstract

Drug-resistant bacteria are becoming more prevalent both in the community and in hospitals. In a search for new antibiotic leads, we used a high-throughput natural products chemistry approach to isolate one new (1) and two known (2, 3) dammarane-type triterpenes with mass-limited material from the African plant Oncoba manii. The new compound was determined by spectroscopic methods to be 1β,2α,3β,20(R)-tetrahydroxydammar-24-ene 3-O-α-L-rhamnopyranosyl-(1 → 2)-β-D-glucopyranoside. Compounds 1 and 2 inhibited the growth of methicillin-resistant Staphylococcus aureus (MRSA).

References

  • 1 Levy S B, Mashall B. Antibacterial resistance worldwide: causes, challenges and responses.  Nat Med. 2004;  10 S122-S129
  • 2 Jones R N. Resistance patterns among nosocomial pathogens: trends over the past few years.  Chest. 2001;  119 397S-404S
  • 3 Chang S, Sievert D M, Hageman J C, Boulton M L, Tenover F C, Pouch Downes F, Shah S, Rudrik J T, Pupp G R, Brown W J, Cardo D, Fridkin S K. Infection with vancomycin-resistant Staphylococcus aureus containing the vanA resistance gene.  N Engl J Med. 2003;  348 134-137
  • 4 Taubes G. The bacteria fight back.  Science. 2008;  321 356-361
  • 5 Hu J-F, Garo E, Hough G W, Goering M G, O'Neil-Johnson M, Eldridge G R. Antibacterial, partially acetylated oligorhamnosides from Cleistopholis patens. .  J Nat Prod. 2006;  69 585-590
  • 6 Oliver D. Flora of tropical Africa. Vol. I. London; L. Reeve and Co 1868: 117
  • 7 Ziegler H L, Stærk D, Christensen J, Olsen C E, Sittie A A, Jaroszewski J W. New dammarane and malabaricane triterpenes from Caloncoba echinata.  J Nat Prod. 2002;  65 1764-1768
  • 8 Jiang Z-H, Fukuoka R, Aoki F, Tanaka T, Kouno I. Dammarane-type triterpene glycosides from the leaves of Rhoiptelea chiliantha.  Chem Pharm Bull. 1999;  47 257-262
  • 9 Eldridge G R, Vervoort H C, Lee C M, Cremin P A, Williams C T, Hart S M, Goering M G, O'Neil-Johnson M, Zeng L. High-throughput method for the production and analysis of large natural product libraries for drug discovery.  Anal Chem. 2002;  74 3963-3971

Dr. Courtney Starks

Sequoia Sciences, Inc.

1912 Innerbelt Business Center Drive

St. Louis, MO 63114

USA

Phone: + 1 31 43 73 51 81 ext. 1 07

Fax: + 1 31 43 73 51 86

Email: cstarks@sequoiasciences.com

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