Carijodienone from the Octocoral Carijoa multiflora. A Spiropregnane-Based Steroid

Abstract

Two new steroids (1 and 2) and the known pregna-1,4,20-trien-3-one (3) have been isolated from the Pacific octocoral Carijoa multiflora. Compound 1 possesses a novel spiropregnane-based steroidal skeleton. The photochemical transformation of 3 into 1 allowed the assignment of the absolute configuration at C-10 of 1. The antibacterial activities of compounds 1 and 3 were evaluated against a panel of bacterial strains.

Bioactive Steroids from the Formosan Soft Coral Umbellulifera petasites

“…In addition, H 3 -18 was found to show NOE responses with H-12 and H-20, revealing the α-orientation of H 3 -21 the acetoxy group. Steroid 3 is the third natural product possessing a spiro[4,5]decane unit transformed from A and B rings [7,17] and was found to be a compound with a new carbon skeleton after considering the entire molecular framework.…”

“…Marine organisms, including octocorals (Coelenterata: Anthozoa), have been shown to be a rich source of a variety of polyoxygenated steroids [1,2,3,4,5,6,7,8,9,10,11,12,13,14]. Some of these metabolites possess important bioactivities, such as cytotoxic [1,3,5,6,9,11,12,13,14], anti-inflammatory [3,6,8,11,13,14], antiviral [3,4], and antibacterial activities [3,7,10].…”

“…Some of these metabolites possess important bioactivities, such as cytotoxic [1,3,5,6,9,11,12,13,14], anti-inflammatory [3,6,8,11,13,14], antiviral [3,4], and antibacterial activities [3,7,10]. In order to discover medicinally useful natural compounds, we investigated the chemical constituents of a soft coral Umbellulifera petasites , which was chemically examined for the first time.…”

Oximoaspergillimide, a Fungal Derivative from a Marine Isolate of Aspergillus sp.

“…Antimicrobial Activity: Antimicrobial susceptibility testing was performed by the broth macrodilution method (within the range 10-100 μg/mL) against the following strains, which were obtained from the [39] In the case of the yeast C. albicans, the tryptic soy medium was replaced by the non-filament-inducing medium: YPD [Bacto peptone (2 % w/v), yeast extract (1 % w/v), and glucose (2 % w/v)]. The selected strains were chosen for their key characteristics in terms of ecology, physiology, and metabolism, and for ease of screening.…”

Chemical and biological aspects of octocorals from the Brazilian coast

“…In general, pregnane-based steroids (Ciavatta et al, 2004;Diaz-Marrero et al, 2011), polyhydroxy steroids and sterol glycosides have been reported for the genus Carijoa. From C. riisei specimens collected in Hawaii, punaglandins (4-11) were isolated (Baker and Scheuer, 1994;Baker et al, 1985).…”