Fourteen Chamigrane Derivatives from a Red Alga, Laurencia nidifica

Abstract

The red algae genus Laurencia is well known as a source of halogenated sesquiterpenes. From Laurencia nidifica, we isolated fourteen chamigrane derivatives: Two of them are new, accompanied by ten known compounds, and two artifacts. The structures were confirmed by NMR and mass spectroscopy, and compared with spectral data in the literature.

Dactylone Inhibits Epidermal Growth Factor–Induced Transformation and Phenotype Expression of Human Cancer Cells and Induces G1-S Arrest and Apoptosis

“…These actions may be accompanied by some other useful effects of the halogenated sesquiterpenoids such as a potent antibacterial activity against antibiotic-resistant bacteria and inhibition of Mycobacterium tuberculosis (37-41), antiviral activity against herpes simplex virus-1 (42), and anthelmintic properties (43) previously indicated for these types of natural products. These effects may explain, in part, some of the useful properties attributed to seafood gleaned from public opinion.…”

A Unified Approach for the Enantioselective Synthesis of the Brominated Chamigrene Sesquiterpenes

“…Most members of this family differ in their level of saturation, halogenation, and oxygenation ( 3 – 8 , Figure 1b). The structural variety within the halogenated chamigrenes is complemented by diverse biological activities, with noteworthy examples including antibacterial, [2] antifungal, [3] antiviral, [4] anthelmintic, [5] and anticancer [6] effects. To date, the total synthesis of (+)-elatol 6 by Stoltz and Grubbs [7a] constitutes the only enantioselective synthesis of a member of the halogenated chamigrene sesquiterpenes.…”

Laurenidificin, a new brominated C15-acetogenin from the marine red alga Laurencia nidifica

“…It occurs mainly in the South Pacific and Indian Ocean, especially in Hawaii, and there is no record on its occurrence in China previously. Chemical investigation of L. nidifica for secondary metabolites started from 1974 [1] and the majority of these metabolites are halogenated sesquiterpenes and C 15 -acetogenins [2,3], many of which possess antimicrobial and antiviral activities [2,4]. In our continuing investigation on halogenated bioactive natural products from Laurencia species [5][6][7][8][9][10][11][12][13][14], we casually collected the species L. nidifica from Sanya coast of Hainan Province.…”