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001-es BibID:	BIBFORM096035
035-os BibID:	(WoS)000669624100001 (Scopus)85112673062
Első szerző:	Jiang, Zhong-Ping
Cím:	Discovery of benthol A and its challenging stereochemical assignment: opening up a new window for skeletal diversity of super-carbon-chain compounds / Zhong-Ping Jiang, Shi-Hao Sun, Yi Yu, Attila Mándi, Jiao-Yang Luo, Mei-Hua Yang, Tibor Kurtán, Wen-Hua Chen, Li Shen, Jun Wu
Dátum:	2021
ISSN:	2041-6520 2041-6539
Megjegyzések:	Super-carbon-chain compounds (SCCCs) are marine organic molecules featuring long polyol carbon chains with numerous stereocenters. Polyol?polyene compounds (PPCs) and ladder-frame polyethers (LFPs) are two major families. It is highly challenging to establish the absolute configurations of SCCCs. In this century, few new SCCC families have been reported. Benthol A, an aberrant SCCC, was obtained from a South China Sea benthic dinoflagellate that should belong to a new taxon. Its planar structure and absolute configuration, containing thirty-five carbon stereocenters, were unambiguously established by a combination of extensive NMR spectroscopic investigations, periodate degradation of the 1,2-diol groups, ozonolysis of the carbon-carbon double bonds, J-based configurational analysis, NOE interactions, modified Mosher's MTPA ester method, and DFT-NMR 13C chemical-shift calculations aided by DP4+ statistical analysis. Benthol A displayed potent antimalarial activity against Plasmodium falciparum 3D7 parasites. This new molecule combines extraordinary structural features, particularly eight scattered ether rings on a C72 backbone chain, which places it within a new SCCC family between PPCs and LFPs, herein termed polyol?polyether compounds. This suggestion was strongly supported by principal component analysis. The discovery of benthol A does not only provide new insights into the untapped biosynthetic potential of marine dinoflagellates, but also opens up a new window for skeletal diversity of SCCCs.
Tárgyszavak:	Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban folyóiratcikk
Megjelenés:	Chemical Science. - 12 : 30 (2021), p. 10197-10206. -
További szerzők:	Sun, Shi-Hao Yu, Yi Mándi Attila (1981-) (vegyész, német szakfordító) Luo, Jiao-Yang Yang, Mei-Hua Kurtán Tibor (1973-) (vegyész, angol szakfordító) Chen, Wen-Hua Shen, Li Wu, Jun
Pályázati támogatás:	GINOP-2.3.2-15-2016-00008 GINOP NKFI K120181 Egyéb NKFI FK134653 Egyéb
Internet cím:	Szerző által megadott URL DOI Intézményi repozitóriumban (DEA) tárolt változat
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001-es BibID:	BIBFORM087242
035-os BibID:	(WoS)000537131300001 (Scopus)85085682918
Első szerző:	Li, Wan-Shan
Cím:	Determination of the Absolute Configuration of Super-Carbon-Chain Compounds by a Combined Chemical, Spectroscopic, and Computational Approach: Gibbosols A and B / Wan-Shan Li, Ren-Jie Yan, Yi Yu, Zhi Shi, Attila Mándi, Li Shen, Tibor Kurtán, Jun Wu
Dátum:	2020
ISSN:	1433-7851 1521-3773
Megjegyzések:	Marine dinoflagellates produce remarkable organic molecules, particularly those with polyoxygenated long-carbon-chain backbones, namely super-carbon-chain compounds (SCCCs), characterized by the presence of numerous stereogenic carbon centers on acyclic polyol carbon chains. Even today, it is a challenge to determine the absolute configurations of these compounds. In this work, the planar structures and absolute configurations of two highly flexible SCCCs, featuring either a C-69- or C-71-linear carbon backbone, gibbosols A and B, respectively, each containing thirty-seven stereogenic carbon centers, were unambiguously established by a combined chemical, spectroscopic, and computational approach. The discovery of gibbosols A and B with two hydrophilic acyclic polyol chains represents an unprecedented class of SCCCs. A reasonable convergent strategy for the biosynthesis of these SCCCs was proposed.
Tárgyszavak:	Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban folyóiratcikk chain structures configuration determination natural products NMR spectroscopy structure elucidation
Megjelenés:	Angewandte Chemie-International Edition. - 59 : 31 (2020), p. 13028-13036. -
További szerzők:	Yan, Ren-Jie Yu, Yi Shi, Zhi Mándi Attila (1981-) (vegyész, német szakfordító) Shen, Li Kurtán Tibor (1973-) (vegyész, angol szakfordító) Wu, Jun
Pályázati támogatás:	K120181 OTKA
Internet cím:	Szerző által megadott URL DOI Intézményi repozitóriumban (DEA) tárolt változat
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