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Sorbicitrinol A () and its biosynthetic precursor sorbicitrinol B (), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.0.0.0]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.
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http://dx.doi.org/10.1021/acs.orglett.5c00595 | DOI Listing |
Org Lett
June 2025
Guangdong Key Laboratory of Marine Materia Medica/State Key Laboratory of Tropical Oceanography, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
Sorbicillalanines A () and B (), two unusual hybrid-sorbicillinoid alkaloids, were isolated from sp. co-cultured with sp. Their structures containing absolute configurations were determined by detailed spectroscopic analysis and ECD and NMR calculations.
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April 2025
Department of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 510632, P. R. China.
Sorbicitrinol A () and its biosynthetic precursor sorbicitrinol B (), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry.
View Article and Find Full Text PDFFitoterapia
March 2024
State Key Laboratory Cultivation Base for TCM Quality and Efficacy, Nanjing University of Chinese Medicine, Nanjing 210023, China; State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, Nanjing University, Nanjing 210023, China. Electronic address:
Citrisorbicillinol (1), along with six other known compounds (2-7), was isolated from an endphyte Penicillium citrinum ZY-2 of Plantago asiatica L. Citrisorbicillinol (1) was characterized as a skeletally unprecedented hybrid sorbicillinoid, and its unique framework is likely formed by intermolecular [4 + 2] cycloaddition between intermediates derived from citrinin and sorbicillinoid biosynthetic gene clusters. Compounds 1 and 2 demonstrated to promote osteoblastic differentiation in MC3T3-E1 cells, and to be osteogenic in the prednisolone induced osteoporotic zebrafish.
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