A new anti-HIV cyclodepsipeptide, homophymine A, was isolated from a New Caledonian collection of the marine sponge Homophymia sp. The structure of homophymine A was determined by interpretation of spectroscopic data, acid hydrolysis, and LC-MS analysis. Homophymine A contains 11 amino acid residues and an amide-linked 3-hydroxy-2,4,6-trimethyloctanoic acid moiety. Along with four D-, two L-, and one N-methyl amino acids, it also contains four unusual amino acid residues: (2S,3S,4R)-3,4- diMe-Gln, (2R,3R,4S)-4-amino-2,3-dihydroxy-1,7-heptandioic acid, L-ThrOMe, and (2R,3R,4R)-2-amino-3-hydroxy-4,5-dimethylhexanoic acid. In a cell-based XTT assay, homophymine A exhibited cytoprotective activity against HIV-1 infection with a IC50 of 75 nM.
Homophymine A, an Anti-HIV Cyclodepsipeptide from the Sponge Homophymia sp / Zampella, Angela; Sepe, Valentina; Luciano, Paolo; Bellotta, Filomena; Monti, M. C.; D'Auria, MARIA VALERIA; Jepsen, T.; Petek, S.; Adeline, M. T.; Laprevote, O.; Aubertin, A. M.; Debitus, C.; Poupat, C.; Ahond, A.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 73:14(2008), pp. 5319-5327. [10.1021/jo800583b]
Homophymine A, an Anti-HIV Cyclodepsipeptide from the Sponge Homophymia sp
ZAMPELLA, ANGELA;SEPE, VALENTINA;LUCIANO, PAOLO;BELLOTTA, FILOMENA;M. C. Monti;D'AURIA, MARIA VALERIA;
2008
Abstract
A new anti-HIV cyclodepsipeptide, homophymine A, was isolated from a New Caledonian collection of the marine sponge Homophymia sp. The structure of homophymine A was determined by interpretation of spectroscopic data, acid hydrolysis, and LC-MS analysis. Homophymine A contains 11 amino acid residues and an amide-linked 3-hydroxy-2,4,6-trimethyloctanoic acid moiety. Along with four D-, two L-, and one N-methyl amino acids, it also contains four unusual amino acid residues: (2S,3S,4R)-3,4- diMe-Gln, (2R,3R,4S)-4-amino-2,3-dihydroxy-1,7-heptandioic acid, L-ThrOMe, and (2R,3R,4R)-2-amino-3-hydroxy-4,5-dimethylhexanoic acid. In a cell-based XTT assay, homophymine A exhibited cytoprotective activity against HIV-1 infection with a IC50 of 75 nM.File | Dimensione | Formato | |
---|---|---|---|
paper.pdf
non disponibili
Tipologia:
Documento in Post-print
Licenza:
Accesso privato/ristretto
Dimensione
980.41 kB
Formato
Adobe PDF
|
980.41 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.