Equisetin and a novel opposite stereochemical homolog phomasetin, two fungal metabolites as inhibitors of HIV-1 integrase

Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus

“…Hymenosetin (2) The absolute stereochemistry of 2 was assigned by comparison of its CD characteristics with those of equisetin (3), phomasetin (4) (Singh et al, 1998) and epi-trichosetin (5; Inokoshi et al, 2013). The CD spectrum of 2 showed negative cotton effects at 280 nm and 233 nm, consequently a 2S,5'S configuration was concluded.…”

“…Furthermore, some derivatives such as equisetin and phomasetin showed additional biological activities in vitro. For instance, inhibition of HIV integrase was observed for equisetin and phomasetin (Singh et al, 1998), and trichosetin exhibited phytotoxic effects against callus cultures of Catharanthus roseus (Marfori et al, 2003).…”

Sch 213766, A Novel Chemokine Receptor CCR-5 Inhibitor from Chaetomium globosum

“…Numerous natural occurring tetramic acids have been reported in the scientific literature including coniosetin [9], vancoresmycin [10], CJ-17,572 [11], CJ-21,058 [12], ascosalipyrrolidinone A [13], reutericyclin [14], crypotocin [15], xanthobaccin A [16], LL-49F233 [17], PF1052 [18], lydicamycin [19], MBP049 [20], equistin [21], and phomasetin [22]. Tetramic acid type antibiotics possess antimicrobial activity against various microorganisms including many resistant microbial pathogens [8].…”

Cultura mista, manipulação química e genética de micro-organismos: estratégias para a diversificação do metabolismo secundário

“…A equisetina é um produto natural de fungo filamentoso, amplamente ativo, que contém em sua estrutura o anel do ácido tetrâmico (Figura 116) (BURKE et al, 2000;SINGH et al, 1998). Essa substância serviu como base para o planejamento do medicamento raltegravir (MK-0518), um inibidor de HIVintegrase utilizado clinicamente, e alguns compostos análogos estão sendo explorados na agricultura como pesticidas (LI et al, 2000;SINGH et al, 1998) .…”

“…Essa substância serviu como base para o planejamento do medicamento raltegravir (MK-0518), um inibidor de HIVintegrase utilizado clinicamente, e alguns compostos análogos estão sendo explorados na agricultura como pesticidas (LI et al, 2000;SINGH et al, 1998) .…”