Furanocembranoid from the Okinawan soft coral Sinularia sp

Misaki Nagasaka; Kazuki Tani; Keisuke Nishikawa; Riri Kinjo; Takahiro Ishii

doi:10.1007/s13659-022-00330-7

Furanocembranoid from the Okinawan soft coral Sinularia sp

Nat Prod Bioprospect. 2022 Mar 2;12(1):7. doi: 10.1007/s13659-022-00330-7.

Authors

Misaki Nagasaka¹, Kazuki Tani¹, Keisuke Nishikawa², Riri Kinjo¹, Takahiro Ishii³

Affiliations

¹ Department of Biosciences and Biotechnology, Faculty of Agriculture, University of the Ryukyus, Senbaru 1, Nishihara, Okinawa, 903-0213, Japan.
² Department of Chemistry, Graduate School of Science, Osaka City University, Osaka, 558-8585, Japan.
³ Department of Biosciences and Biotechnology, Faculty of Agriculture, University of the Ryukyus, Senbaru 1, Nishihara, Okinawa, 903-0213, Japan. ishiit@agr.u-ryukyu.ac.jp.

Abstract

One new furanocembranoid diterpene, 11-hydroxy-Δ¹²⁽¹³⁾-pukalide (1), along with six known secondary metabolites, 11-acetoxy-Δ¹²⁽¹³⁾-pukalide (2), 13α-acetoxypukalide (3), pukalide (4), 3α-methoxyfuranocembranoid (5), Δ⁹⁽¹⁵⁾-africanene (6), and methyl (5'E)-5-(2',6'-dimethylocta-5',7'-dienyl)furan-3-carboxylate (7) were isolated from the Okinawan soft coral Sinularia sp. Their chemical structures were elucidated based on spectroscopic analysis (FTIR, NMR, and HRESIMS), and the relative stereochemistry of 1 was determined by NOESY experiments and acetylation, which yielded derivative 2. In addition, compounds 1 and 7 exhibited toxicity in the brine shrimp lethality test.

Keywords: Diterpene; Furanocembranoid; Sinularia sp.; Soft coral.