Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 5, Pages 1155-1164Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.8b00866
Keywords
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Funding
- National Natural Science Foundation of China [21462015, 31760093]
- National Natural Science Foundation of Hainan Province [218MS045]
- Program for Innovative Research Team in University [IRT-16R19]
- Hainan Province Education Department Project China [HnKy2015-21]
- Hainan Province Natural Science Foundation of Innovative Research Team Project [2016CXTD007]
- Special Projects of the Central Government for the Development of Local Science and Technology [ZY2018HN07]
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Two new meroterpenoids, penicianstinoids A and B (1 and 2), and eight new isocoumarins, peniciisocoumarins A-H (3-10), together with 10 known analogues (11-20) were obtained from the mangrove-derived fungus Penicillium sp. TGM112. The structures and absolute configurations of 1-10 were determined by interpretation of detailed NMR, MS spectroscopic data, X-ray diffraction analyses, modified Mosher's method, and calculated electronic circular dichroism data. Compounds 1-4, 7, 8, 10, 12, 13, and 16 showed growth inhibition activity against newly hatched larvae of Helicoverpa armigera Hubner with IC50 values ranging from 50 to 200 mu g/mL, respectively. Compounds 1, 2, and 11-15 displayed activity against Caenorhabditis elegans with EC50 values ranging from 9.4 (+/- 1.0) to 38.2 (+/- 0.6) mu g/mL, respectively. Compound 1 represents an austinoid-like meroterpenoid that is reported here for the second time, in which a carbon-carbon double bond was oxidized to a carbonyl group at C-1'-C-2'.
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