Absolute Configuration and Body Part Distribution of the Alkaloid 6-epi-Monanchorin from the Marine Polychaete Chaetopterus variopedatus

作者：Shubina Larisa K; Makarieva Tatyana N^*; Denisenko Vladimir A; Dmitrenok Pavel S; Dyshlovoy Sergey A; von Am**erg Gunhild; Glazunov Valery P; Silchenko Artem S; Stonik Inna V; Lee Hyi Seung; Lee Yeon Ju; Stonik Valentin A

来源：Natural Product Communications, 2016, 11(9): 1253-1257.

DOI：10.1177/1934578x1601100915

• Polychaeta
• Chaetopterus variopedatus
• Guanidine alkaloids
• Absolute configuration
• Distribution

As a result of the first study on secondary metabolites from the cosmopolitan bioluminescent marine tube polychaete Chaetopterus variopedatus, a new bicyclic guanidine alkaloid, 6-epi-monanchorin (1), along with the previously known monanchorin (2) were isolated. The structure of 1 was elucidated by spectroscopic and chemical methods, including a cleavage of the C-1-O-7 bond to obtain a secondary alcohol (3), which was used to determine the absolute configurations by Mosher's method. It was found that 1 and 2 were mainly accumulated in a secreted mucus special organ of the worm (food net), where green and blue-green microalgae were detected. A biosynthetic pathway to 6-epi-monanchorin and monanchorin from dietary polyenic fatty acid precursors was proposed.

• 出版日期2016-9