Callyazepin and (3R)-Methylazacyclodecane, Nitrogenous Macrocycles from a Callyspongia sp Sponge
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Title
- Callyazepin and (3R)-Methylazacyclodecane, Nitrogenous Macrocycles from a Callyspongia sp Sponge
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Author(s)
- Kim, Chang-Kwon; Woo, Jung-Kyun; Lee, Yeon-Ju; Lee, Hyi-Seung; Sim, Chung J.; Oh, Dong-Chan; Oh, Ki-Bong; Shin, Jongheon
- KIOST Author(s)
- Lee, Yeon Ju(이연주); Lee, Hyi Seung(이희승)
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Alternative Author(s)
- 이연주; 이희승
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Publication Year
- 2016-04
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Abstract
- Callyazepin (1) and (3R)-methylazacyclodecane (2), nitrogenous macrocycles, were isolated from a tropical Callyspongia sp. sponge. The combined spectroscopic analyses revealed that the structure of 1 is a bicyclic azepane ammonium salt of a novel structural class derived from mixed biogenetic origins. The configuration of the whole molecule and the conformation of the formamide group were assigned by proton-proton coupling constants, a NOESY analysis, and the application of the phenylglycine methyl ester method. The structure of 2 was identified using combined spectroscopic analyses and ECD measurements. These compounds exhibited moderate cytotoxic activities against the K562 and A549 cell lines.
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ISSN
- 0163-3864
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URI
- https://sciwatch.kiost.ac.kr/handle/2020.kiost/2207
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DOI
- 10.1021/acs.jnatprod.5b01078
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Bibliographic Citation
- JOURNAL OF NATURAL PRODUCTS, v.79, no.4, pp.1179 - 1183, 2016
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Publisher
- AMER CHEMICAL SOC
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Subject
- MARINE NATURAL-PRODUCTS; ABSOLUTE-CONFIGURATION; HALICLONA-TULEARENSIS; CIRCULAR-DICHROISM; DNP DERIVATIVES; RENIERA-SARAI; AMINO-ACIDS; HALICLORENSIN; METABOLITES; HALITULIN
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Type
- Article
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Language
- English
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Document Type
- Article
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