Cultures of the Marine Bacterium Pseudovibrio denitrificans Ab134 Produce Bromotyrosine-Derived Alkaloids Previously Only Isolated from Marine Sponges

被引：50

作者：

Nicacio, Karen J. ^{[1
]}

Ioca, Laura P. ^{[1
]}

Froes, Adriana M. ^{[2
]}

Leomil, Luciana ^{[2
]}

Appolinario, Luciana R. ^{[2
]}

Thompson, Christiane C. ^{[2
]}

Thompson, Fabiano L. ^{[2
]}

Ferreira, Antonio G. ^{[3
]}

Williams, David E. ^{[4
,5
]}

Andersen, Raymond J. ^{[4
,5
]}

Eustaquio, Alessandra S. ^{[6
]}

Berlinck, Roberto G. S. ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim Sao Carlos, CP 780, BR-13560970 Sao Carlos, SP, Brazil

[2] Univ Fed Rio de Janeiro, Ctr Ciencia Saude, Inst Biol, Ave Carlos Chagas Fo 373,Bloco A,Anexo A3,Sl 302, BR-21941599 Rio De Janeiro, RJ, Brazil

[3] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil

[4] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

[5] Univ British Columbia, Dept Earth Ocean & Atmospher Sci, Vancouver, BC V6T 1Z1, Canada

[6] Univ Illinois, Ctr Biomol Sci, Dept Med Chem & Pharmacognosy, Coll Pharm, 900 S Ashland Ave, Chicago, IL 60607 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 02期

基金：

加拿大自然科学与工程研究理事会; 巴西圣保罗研究基金会;

关键词：

APLYSINA-FISTULARIS VERONGIA; CORAL-REEF SPONGES; MICROBIAL ASSOCIATIONS; ARENOSCLERA-BRASILIENSIS; BROMINATED METABOLITES; THEONELLA-SWINHOEI; NATURAL-PRODUCTS; TEDANIA-IGNIS; DYSIDEA SP; BIOSYNTHESIS;

D O I：

10.1021/acs.jnatprod.6b00838

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Herein we report the isolation and spectroscopic identification of fistularin-3 (1), 11-hydroxyaerothionin (2), and verongidoic acid (3), as well as the UPLC-HRMS detection of aerothionin (4), homopurpuroceratic acid B (5), purealidin L (6), and aplysinamisine II (7), from cultures of the marine bacterium Pseudovibrio denitrificans Ab134, isolated from tissues of the marine sponge Arenosclera brasiliensis. These results unambiguously demonstrate for the first time that bromotyrosine-derived alkaloids that were previously isolated only from Verongida sponges can be biosynthesized by a marine bacterium.

引用

页码：235 / 240

页数：6

共 5 条

[1] Structural and stereochemical investigations into bromotyrosine-derived metabolites from southern Australian marine sponges, Pseudoceratina spp.
Salim, Angela A.
Khalil, Zeinab G.
Capon, Robert J.
TETRAHEDRON, 2012, 68 (47) : 9802 - 9807
[2] Unequivocal 13C NMR assignment of cyclohexadienyl rings in bromotyrosine-derived metabolites from marine sponges
Kalaitzis, John A.
Davis, Rohan A.
Quinn, Ronald J.
MAGNETIC RESONANCE IN CHEMISTRY, 2012, 50 (11) : 749 - 754
[3] Natural Indoles From the Bacterium Pseudovibrio denitrificans P81 Isolated From a Marine Sponge, Aaptos Species
Fang, Shu-Yen
Chen, Sheng-Yuan
Chen, You-Ying
Kuo, Tsu-Jen
Wen, Zhi-Hong
Chen, Yu-Hsin
Hwang, Tsong-Long
Sung, Ping-Jyun
NATURAL PRODUCT COMMUNICATIONS, 2021, 16 (09)
[4] Marine Bacterium Vibrio sp. CB1-14 Produces Guanidine Alkaloid 6-epi-Monanchorin, Previously Isolated from Marine Polychaete and Sponges
Makarieva, Tatyana
Shubina, Larisa
Kurilenko, Valeria
Isaeva, Marina
Chernysheva, Nadezhda
Popov, Roman
Bystritskaya, Evgeniya
Dmitrenok, Pavel
Stonik, Valentin
MARINE DRUGS, 2019, 17 (04):
[5] High-performance liquid chromatography/electrospray ionisation mass spectrometric characterisation of metabolites produced by Pseudovibrio sp W64, a marine sponge derived bacterium isolated from Irish waters
Choudhary, Alka
Naughton, Lynn M.
Dobson, Alan D. W.
Rai, Dilip K.
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2018, 32 (19) : 1737 - 1745

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