Costatone C-A New Halogenated Monoterpene from the New Zealand Red Alga Plocamium angustum

被引:9
作者
Bracegirdle, Joe [1 ,2 ,3 ]
Sohail, Zaineb [4 ]
Fairhurst, Michael J. [2 ,5 ]
Gerth, Monica L. [2 ,3 ,5 ]
Zuccarello, Giuseppe C. [5 ]
Hashmi, Muhammad Ali [6 ]
Keyzers, Robert A. [1 ,2 ,3 ]
机构
[1] Victoria Univ Wellington, Sch Chem & Phys Sci, Wellington 6012, New Zealand
[2] Victoria Univ Wellington, Ctr Biodiscovery, Wellington 6012, New Zealand
[3] Maurice Wilkins Ctr Mol Biodiscovery, Wellington 6012, New Zealand
[4] Univ Management & Technol, Dept Life Sci, C-II, Johar Town Lahore 54770, Pakistan
[5] Victoria Univ Wellington, Sch Biol Sci, Wellington 6012, New Zealand
[6] Univ Educ, Dept Chem, Attock Campus, Attock 43600, Pakistan
关键词
halogenated monoterpene; Plocamium angustum; costatone; Mosher's analysis; DFT; ECD; MOLECULES; SOLVATION; MODEL; IDENTIFICATION; METABOLITES; ASSIGNMENT; SEQUENCE; NMR;
D O I
10.3390/md17070418
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Red algae of the genus Plocamium have been a rich source of halogenated monoterpenes. Herein, a new cyclic monoterpene, costatone C (7), was isolated from the extract of P. angustum collected in New Zealand, along with the previously reported (1E,5Z)-1,6-dichloro-2-methylhepta-1,5-dien-3-ol (8). Elucidation of the planar structure of 7 was achieved through conventional NMR and (-)-HR-APCI-MS techniques, and the absolute configuration by comparison of experimental and DFT-calculated ECD spectra. The absolute configuration of 8 was determined using Mosher's method. Compound 7 showed mild antibacterial activity against Staphylococcus aureus and S. epidermidis. The state of Plocamium taxonomy and its implications upon natural product distributions, especially across samples from specimens collected in different countries, is also discussed.
引用
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页数:11
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