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RF-3192C and other polyketides from the marine endophytic Aspergillus niger ASSB4: structure assignment and bioactivity investigation.

ABSTRACT: Chemical investigation of the methanolic extract of endophytic Aspergillus niger SB4, isolated from the marine alga Laurencia obtuse, afforded the pentacyclic polyketide, RF-3192C (1), the dimeric coumarin orlandin (2), fonsecin B (3), TMC-256A1 (4), cyclo-(Leu-Ala) (5), and cerebroside A (6).The chemical structure of RF-3192C (1) is assigned herein for the first time using 1D/2D NMR and HRESI-MS. Additionally, the revision of the NMR assignments of orlandin (2) was reported herein as well. Investigation of the antimicrobial activities of isolated compounds revealed the high activity of RF-3192C (1) against Pseudomonas aeruginosa and Bacillus subtilis, and moderate activity against yeast. Moreover, an in vitro cytotoxic activity against liver (HEPG2), cervical (HELA), lung (A549), prostate (PC3), and breast (MCF7) cancer cell lines of the isolated compounds was evaluated. The isolation and taxonomical characterization of the producing fungus was reported as well.

SUBMITTER: Mahmoud MM 

PROVIDER: S-EPMC10993419 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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RF-3192C and other polyketides from the marine endophytic <i>Aspergillus niger</i> ASSB4: structure assignment and bioactivity investigation.

Mahmoud Manar M MM   Abdel-Razek Ahmed S AS   Hamed Abdelaaty A   Soliman Hesham S M HSM   Ponomareva Larissa V LV   Thorson Jon S JS   Shaaban Khaled A KA   Shaaban Mohamed M  

Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents 20201201 3

Chemical investigation of the methanolic extract of endophytic <i>Aspergillus niger</i> SB4, isolated from the marine alga <i>Laurencia obtuse</i>, afforded the pentacyclic polyketide, RF-3192C (<b>1</b>), the dimeric coumarin orlandin (<b>2</b>), fonsecin B (<b>3</b>), TMC-256A1 (<b>4</b>), cyclo-(Leu-Ala) (<b>5</b>), and cerebroside A (<b>6</b>).The chemical structure of RF-3192C (<b>1</b>) is assigned herein for the first time using 1D/2D NMR and HRESI-MS. Additionally, the revision of the NM  ...[more]

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