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Three Sesquiterpenoid Dimers from Chloranthus japonicus: Absolute Configuration of Chlorahololide A and Related Compounds (CROSBI ID 228685)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Shi, Xin-Wei ; Lu, Qiang-Qiang ; Pescitelli, Gennaro ; Ivšić, Trpimir ; Zhou, Jun-Hui ; Gao, Jin-Ming Three Sesquiterpenoid Dimers from Chloranthus japonicus: Absolute Configuration of Chlorahololide A and Related Compounds // Chirality, 28 (2016), 2; 158-163. doi: 10.1002/chir.22561

Podaci o odgovornosti

Shi, Xin-Wei ; Lu, Qiang-Qiang ; Pescitelli, Gennaro ; Ivšić, Trpimir ; Zhou, Jun-Hui ; Gao, Jin-Ming

engleski

Three Sesquiterpenoid Dimers from Chloranthus japonicus: Absolute Configuration of Chlorahololide A and Related Compounds

A novel sesquiterpenoid dimer, named multistalide C (1), together with two known congeners, shizukaols C (2) and D (3), was isolated from the whole plant of Chloranthus japonicus Sieb. The structures of compounds 1, 2, 3 were elucidated by extensive HR-ESI-MS, 1D, and 2D NMR spectroscopic analysis. Compounds 1, 2, 3 exhibited significant toxic effects on brine shrimp larvae (Artemia salina). The absolute configuration of 1 was established by CD/TDDFT calculations. The related compound chlorahololide A was also reinvestigated. The previous assignment of the absolute configuration of chlorahololide A and several related sesquiterpenoid dimers, based on an incorrect application of the exciton chirality method, is criticized.

natural products ; structure elucidation ; electronic circular dichroism ; TDDFT calculations ; exciton chirality method ; brine shrimp larvae toxicity

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Podaci o izdanju

28 (2)

2016.

158-163

objavljeno

0899-0042

10.1002/chir.22561

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