Sarcoehrenbergilides D–F: cytotoxic cembrene diterpenoids from the soft coral Sarcophyton ehrenbergi

Abstract

A solvent extract of the soft coral Sarcophyton ehrenbergi afforded cembrene diterpenoids, sarcoehrenbergilid D–F (1–3).

Cembrane-type diterpenoids from the gum resin of Boswellia carterii and their biological activities

“…3). Additionally, the large coupling constant of J H-9,H-10a ¼ 10.8 Hz, and the small coupling constant of J H-9,H-10b ¼ 6.0 Hz, as well as the large coupling constant of J H-11,H-10b ¼ 10.8 Hz, and the small coupling constant of J H-11,H-10a ¼ 0.8 Hz, indicated not only a less than 90 torsional angle between the intersecting H(9)C(9)C(8) and H(10b)C(10)C (9) ats, but also a approximately 180 torsional angle between the intersecting H(10b)C(10)C (11) and H(11)C(11)C(10) ats (Fig. 3), ascertaining the a orientation of the acetyl group at C-11.…”

“…In particular, cembranetype diterpenoids bearing a 14-membered oxygenated macrocycle have received more and more interest in the laboratory studies of structural modication and natural product research, however, which are mainly contained in so corals. [11][12][13][14][15] Due to the difficulty of obtaining these so corals, there has been an increasing research into the cembrane-type diterpenoids obtained from terrestrial plants. Nowadays, more and more pharmacological studies have been carried out to research the chemical diversity of cembrane-type diterpenoids reported from the gum resin of Boswellia carterii, the acquisition of which is in great demand from the viewpoints of structural and pharmacological properties.…”

Cembranoids of Soft Corals: Recent Updates and Their Biological Activities

“…Furthermore, cembranoids isolated from Nephthea sp., 284 and 285, exerted anti-bacterial activity against Staphylococcus aureus with MBC of 180 and 150 μg/mL, respectively and Eschericia coli with MBC of 75 and 75 μg/mL, respectively [75]. [40]. Finally, from genus Sarcophyton, 139, a known compound isolated from Sarcophyton glaucum exhibited anti-proliferation activity against HEK293 human embryonic kidney cells with lethal dose 50 (LD 50 ) of 123.5 mM [44].…”

Chemical Diversity in Species Belonging to Soft Coral Genus Sacrophyton and Its Impact on Biological Activity: A Review

“…Moreover, sarcoehrenbergilid D-F 307-309, diterpenes isolated from S. ehrenbergi were isolated and their absolute configurations were investigated by experimental and TDDFT-simulated ECD spectra. Sarcoehrenbergilid D 307 was found to differ from compound 301 only in stereochemistry [96]. Furthermore, five cembranes diterpenes, Sarcoehrenolides A-E 310-314 were isolated from S. ehrenbergi.…”