Nitrogenous cyclonerane sesquiterpenes from an algicolous strain of Trichoderma asperellum
Literature Information
Publication Date
2019-09-30
DOI
10.1039/C9QO00942F
Impact Factor
5.281
Authors
Feng-Ping Miao, Xiu-Li Yin, Nai-Yun Ji
View Original
Abstract
Cyclonerins A (1) and B (2) along with seven new congeners, deoxycyclonerins A–D (3–6), cyclonerinal (7), cyclonerizole (8), and cyclonerpyranol (9), were isolated from the culture of a marine algicolous strain (A-YMD-9-2) of Trichoderma asperellum. Their structures and absolute configurations were established by spectroscopic techniques, such as 1D/2D NMR, MS, ECD, and X-ray diffraction. Compounds 1–8, highlighted by the presence of an isoxazole ring in sesquiterpene 8, represent the first occurrence of nitrogenous cyclonerane derivatives, with 1 and 2 belonging to an unprecedented family of hydroxamic acids. The new isolates 1–9 exhibited potent inhibition of one or more marine phytoplankton species tested, and it is interesting that the ferric complexes of 1 and 2 feature higher activities than themselves.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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lohepta[1,2-a]naphthalen-5-one structure](https://static.chemtradehub.com/structs/538/53800-21-8-9f18.webp "(3R,4aR,7aS,9aR,10S,11R,13aR,13bS,15aS,15bR)-3,11-Dihydroxy-10-(hydroxymethyl)-4,4,7a,10,13a,15b-hexamethyl-1,2,3,4,4a,7,7a,8,9,9a,10,11,12,13,13a,13b,14,15,15a,15b-icosahydro-5H-naphtho[2',1':4,5]cyc
lohepta[1,2-a]naphthalen-5-one structure")
![(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure](https://static.chemtradehub.com/structs/865/865689-24-3-5fef.webp "(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure")
(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid
CAS Number:
865689-24-3
Molecular Formula:
C12H19NO4
![1H-Imidazo[4,5-c]pyridine-7-carboxylic acid structure](https://static.chemtradehub.com/structs/123/1234616-39-7-1344.webp "1H-Imidazo[4,5-c]pyridine-7-carboxylic acid structure")
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