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Melophlins C-O, thirteen novel tetramic acids from the marine sponge Melophlus sarassinorum.
J Nat Prod. 2003 Jan; 66(1):51-6.JN

Abstract

Thirteen new metabolites, melophlins C-O (1-13), were identified from the marine sponge Melophlus sarassinorum. Compounds 1-13 represent tetramic acid derivatives that differ with regard to the nature of their alkyl side chains. The structures of the new compounds were elucidated on the basis of comprehensive spectral analysis (1H, 13C, 1H-1H COSY, HMQC, and HMBC NMR, as well as low- and high-resolution ESIMS and EIMS). The absolute configurations of 1, 8, 10, 11, 12, and 13 were determined by ESI LC/MS analysis of chiral derivatives obtained upon oxidation and hydrolysis of the respective parent compounds. Melophlin C (1) displayed pronounced antibacterial activity against Bacillus subtilisand Staphylococcus aureus, together with antifungal activity against Candida albicans.

Authors+Show Affiliations

Wang CY
Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, Geb. 26.23, D-40225 Düsseldorf, Germany.
Wang BG
No affiliation info available
Wiryowidagdo S
No affiliation info available
Wray V
No affiliation info available
van Soest R
No affiliation info available
Steube KG
No affiliation info available
Guan HS
No affiliation info available
Proksch P
No affiliation info available
Ebel R
No affiliation info available

MeSH

AnimalsAnti-Bacterial AgentsAnti-Infective AgentsAntifungal AgentsBacillus subtilisCandida albicansGuamHydrolysisMicrobial Sensitivity TestsMolecular StructureOxidation-ReductionPoriferaPyrrolidinonesSpectrometry, Mass, Electrospray IonizationStaphylococcus aureus

Pub Type(s)

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

Language

eng

PubMed ID

12542345

Citation

Wang, Chang-Yun, et al. "Melophlins C-O, Thirteen Novel Tetramic Acids From the Marine Sponge Melophlus Sarassinorum." Journal of Natural Products, vol. 66, no. 1, 2003, pp. 51-6.
Wang CY, Wang BG, Wiryowidagdo S, et al. Melophlins C-O, thirteen novel tetramic acids from the marine sponge Melophlus sarassinorum. J Nat Prod. 2003;66(1):51-6.
Wang, C. Y., Wang, B. G., Wiryowidagdo, S., Wray, V., van Soest, R., Steube, K. G., Guan, H. S., Proksch, P., & Ebel, R. (2003). Melophlins C-O, thirteen novel tetramic acids from the marine sponge Melophlus sarassinorum. Journal of Natural Products, 66(1), 51-6.
Wang CY, et al. Melophlins C-O, Thirteen Novel Tetramic Acids From the Marine Sponge Melophlus Sarassinorum. J Nat Prod. 2003;66(1):51-6. PubMed PMID: 12542345.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Melophlins C-O, thirteen novel tetramic acids from the marine sponge Melophlus sarassinorum. AU - Wang,Chang-Yun, AU - Wang,Bin-Gui, AU - Wiryowidagdo,Sumali, AU - Wray,Victor, AU - van Soest,Rob, AU - Steube,Klaus G, AU - Guan,Hua-Shi, AU - Proksch,Peter, AU - Ebel,Rainer, PY - 2003/1/25/pubmed PY - 2003/6/21/medline PY - 2003/1/25/entrez SP - 51 EP - 6 JF - Journal of natural products JO - J Nat Prod VL - 66 IS - 1 N2 - Thirteen new metabolites, melophlins C-O (1-13), were identified from the marine sponge Melophlus sarassinorum. Compounds 1-13 represent tetramic acid derivatives that differ with regard to the nature of their alkyl side chains. The structures of the new compounds were elucidated on the basis of comprehensive spectral analysis (1H, 13C, 1H-1H COSY, HMQC, and HMBC NMR, as well as low- and high-resolution ESIMS and EIMS). The absolute configurations of 1, 8, 10, 11, 12, and 13 were determined by ESI LC/MS analysis of chiral derivatives obtained upon oxidation and hydrolysis of the respective parent compounds. Melophlin C (1) displayed pronounced antibacterial activity against Bacillus subtilisand Staphylococcus aureus, together with antifungal activity against Candida albicans. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/12542345/Melophlins_C_O_thirteen_novel_tetramic_acids_from_the_marine_sponge_Melophlus_sarassinorum_ DB - PRIME DP - Unbound Medicine ER -