Isochromophilones I and II, novel inhibitors against gp120-CD4 binding produced by Penicillium multicolor FO-2338. I. Screening, taxonomy, fermentation, isolation and biological activity.
Isochromophilones I and II, the first novel gp120-CD4 binding inhibitors of microbial origin, were isolated from a cultured broth of a soil fungus designated as Penicillium multicolor FO-2338. These compounds were obtained as yellow powders from the cultured broth together with the known related compounds sclerotiorin, ochrephilone and rubrorotiorin. Isochromophilones I and II (C23H25O5Cl and C22H27O4Cl, respectively) have an azaphilone skeleton and a chlorine atom. Isochromophilones strongly inhibited gp120-CD4 binding (IC50: 6.6 and 3.9 microM, respectively), but the other related compounds did not. Isochromophilone II inhibited significantly HIV replication in peripheral human lymphocytes at 25 microM.
Matsuzaki
K
K
School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.
Ikeda
H
H
Masuma
R
R
Tanaka
H
H
Omura
S
S
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015704:CD4 Antigens / Q000378:metabolism; D004797:Enzyme-Linked Immunosorbent Assay; D005285:Fermentation; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015699:HIV Envelope Protein gp120 / Q000378:metabolism; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010407:Penicillium; D014779:Virus Replication / Q000187:drug effects
D000998:Antiviral Agents; D001578:Benzopyrans; D015704:CD4 Antigens; D005663:Furans; D015699:HIV Envelope Protein gp120; C085628:isochromophilone I; C085629:isochromophilone II