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Sorocenols G and H, anti-MRSA oxygen heterocyclic Diels-Alder-type adducts from Sorocea muriculata roots.
J Nat Prod. 2008 Oct; 71(10):1764-7.JN

Abstract

Bioassay-guided fractionation of a root extract of Sorocea muriculata led to the isolation and identification of two new oxygen heterocyclic Diels-Alder-type adducts, sorocenols G (1) and H (2), along with lupeol-3-(3' R-hydroxytetradecanoate) and oxyresveratrol. The structures of 1 and 2 were elucidated using 1D and 2D NMR spectroscopic and HRMS data and by comparison with reported values. The absolute configurations of 1 and 2 were established by analysis of their experimental and theoretically calculated CD spectra. Compounds 1 and 2 showed significant and selective activity against methicillin-resistant Staphylococcus aureus with IC50 values of 1.5 and 0.5 microM, respectively. Compound 2 also displayed antifungal activity against Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus, with IC 50 values of 5.4, 5.4, and 10.0 microM, respectively.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Ross SA
National Center for Natural Products Research and Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, Mississippi 38677-1848, USA. sross@olemiss.edu
Rodríguez-Guzmán R
No affiliation info available
Radwan MM
No affiliation info available
Jacob M
No affiliation info available
Ding Y
No affiliation info available
Li XC
No affiliation info available
Ferreira D
No affiliation info available
Manly SP
No affiliation info available

MeSH

Anti-Bacterial AgentsAntifungal AgentsAspergillus fumigatusBenzofuransCandida albicansCryptococcus neoformansInhibitory Concentration 50Methicillin ResistanceMicrobial Sensitivity TestsMolecular StructureMoraceaeOxygenPeruPlant ExtractsPlant RootsStaphylococcus aureusStilbenes

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

18847244

Citation

Ross, Samir A., et al. "Sorocenols G and H, anti-MRSA Oxygen Heterocyclic Diels-Alder-type Adducts From Sorocea Muriculata Roots." Journal of Natural Products, vol. 71, no. 10, 2008, pp. 1764-7.
Ross SA, Rodríguez-Guzmán R, Radwan MM, et al. Sorocenols G and H, anti-MRSA oxygen heterocyclic Diels-Alder-type adducts from Sorocea muriculata roots. J Nat Prod. 2008;71(10):1764-7.
Ross, S. A., Rodríguez-Guzmán, R., Radwan, M. M., Jacob, M., Ding, Y., Li, X. C., Ferreira, D., & Manly, S. P. (2008). Sorocenols G and H, anti-MRSA oxygen heterocyclic Diels-Alder-type adducts from Sorocea muriculata roots. Journal of Natural Products, 71(10), 1764-7. https://doi.org/10.1021/np800446g
Ross SA, et al. Sorocenols G and H, anti-MRSA Oxygen Heterocyclic Diels-Alder-type Adducts From Sorocea Muriculata Roots. J Nat Prod. 2008;71(10):1764-7. PubMed PMID: 18847244.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Sorocenols G and H, anti-MRSA oxygen heterocyclic Diels-Alder-type adducts from Sorocea muriculata roots. AU - Ross,Samir A, AU - Rodríguez-Guzmán,Raquel, AU - Radwan,Mohamed M, AU - Jacob,Melissa, AU - Ding,Yuanqing, AU - Li,Xing-Cong, AU - Ferreira,Daneel, AU - Manly,Susan P, Y1 - 2008/10/11/ PY - 2008/10/14/pubmed PY - 2008/11/19/medline PY - 2008/10/14/entrez SP - 1764 EP - 7 JF - Journal of natural products JO - J Nat Prod VL - 71 IS - 10 N2 - Bioassay-guided fractionation of a root extract of Sorocea muriculata led to the isolation and identification of two new oxygen heterocyclic Diels-Alder-type adducts, sorocenols G (1) and H (2), along with lupeol-3-(3' R-hydroxytetradecanoate) and oxyresveratrol. The structures of 1 and 2 were elucidated using 1D and 2D NMR spectroscopic and HRMS data and by comparison with reported values. The absolute configurations of 1 and 2 were established by analysis of their experimental and theoretically calculated CD spectra. Compounds 1 and 2 showed significant and selective activity against methicillin-resistant Staphylococcus aureus with IC50 values of 1.5 and 0.5 microM, respectively. Compound 2 also displayed antifungal activity against Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus, with IC 50 values of 5.4, 5.4, and 10.0 microM, respectively. SN - 1520-6025 UR - https://www.unboundmedicine.com/medline/citation/18847244/Sorocenols_G_and_H_anti_MRSA_oxygen_heterocyclic_Diels_Alder_type_adducts_from_Sorocea_muriculata_roots_ L2 - https://doi.org/10.1021/np800446g DB - PRIME DP - Unbound Medicine ER -