Absolute Configuration and Body Part Distribution of the Alkaloid 6-epi-Monanchorin from the Marine Polychaete Chaetopterus variopedatus
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Absolute Configuration and Body Part Distribution of the Alkaloid 6-epi-Monanchorin from the Marine Polychaete Chaetopterus variopedatus. / Shubina, Larisa K; Makarieva, Tatiana N; Denisenko, Vladimir A; Dmitrenok, Pavel S; Dyshlovoy, Sergey; von Amsberg, Gunhild; Glazunov, Valeriy P; Silchenko, Alexandra S; Stonik, Valentin A.
in: NAT PROD COMMUN, Jahrgang 11, Nr. 9, 2016, S. 1253-1257.Publikationen: SCORING: Beitrag in Fachzeitschrift/Zeitung › SCORING: Zeitschriftenaufsatz › Forschung › Begutachtung
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TY - JOUR
T1 - Absolute Configuration and Body Part Distribution of the Alkaloid 6-epi-Monanchorin from the Marine Polychaete Chaetopterus variopedatus
AU - Shubina, Larisa K
AU - Makarieva, Tatiana N
AU - Denisenko, Vladimir A
AU - Dmitrenok, Pavel S
AU - Dyshlovoy, Sergey
AU - von Amsberg, Gunhild
AU - Glazunov, Valeriy P
AU - Silchenko, Alexandra S
AU - Stonik, Valentin A
PY - 2016
Y1 - 2016
N2 - 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.
AB - 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.
M3 - SCORING: Journal article
VL - 11
SP - 1253
EP - 1257
JO - NAT PROD COMMUN
JF - NAT PROD COMMUN
SN - 1934-578X
IS - 9
ER -