posted on 2020-01-29, 22:43authored byBruno Perlatti, Nan Lan, Cody E. Earp, Solmaz AghaAmiri, Servando Hernandez Vargas, Ali Azhdarinia, Gerald F. Bills, James B. Gloer
During investigation of the secondary
metabolism of four strains
of Penicillium arenicola, two new depsides, arenicolins
A (1) and B (2), were isolated and characterized.
Their structures were established mainly by analysis of NMR and HRMS
data and by comparison with known compounds. These depsides incorporate
intriguing structural features, including dual alkyl side chains and
a C-glycosyl unit, with 1 also containing
an acylated 2-hydroxymethyl-4,5,6-trihydroxycyclohexenone moiety.
Although the arenicolins were produced by all strains tested, arenicolin
A (1) was obtained using only one of five medium compositions
employed, while arenicolin B (2) was produced in all
media tested. Neither compound showed antibacterial or antifungal
activity, but 1 exhibited cytotoxicity toward mammalian
cell lines, including colorectal carcinoma (HCT-116), neuroblastoma
(IMR-32), and ductal carcinoma (BT-474), with IC50 values
of 7.3, 6.0, and 9.7 μM, respectively.