Cytotoxic Halogenated Metabolites from the Brazilian Red AlgaLaurencia catarinensis

AbstractNature is a prolific source of organic products with diverse scaffolds and biological activities. The process of natural product discovery has gradually become more challenging, and advances in novel strategic approaches are essential to evolve natural product chemistry. Our focus has been on surveying untouched marine resources and fermentation to enhance microbial productive performance. The first topic is the screening of marine natural products isolated from Indonesian marine organisms for new types of bioactive compounds, such as antineoplastics, antimycobacterium substances, and inhibitors of protein tyrosine phosphatase 1B, sterol O-acyl-transferase, and bone morphogenetic protein-induced osteoblastic differentiation. The unique biological properties of marine organohalides are discussed herein and attempts to efficiently produce fungal halogenated metabolites are documented. This review presents an overview of our recent work accomplishments based on the MONOTORI study. Graphic abstract

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Halogenated metabolites--including favorsky rearrangement products--from the red seaweed bonnemaisonia nootkana

Tetrahedron Letters ◽

10.1016/s0040-4039(01)83454-7 ◽

1977 ◽

Vol 18 (48) ◽

pp. 4159-4162 ◽

Cited By ~ 18

Author(s):

Oliver J. McConnell ◽

William Fenical

Keyword(s):

Red Seaweed ◽

Halogenated Metabolites

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Novel Halogenated Metabolites from the MalaysianLaurenciapannosa1

Journal of Natural Products ◽

10.1021/np0006317 ◽

2001 ◽

Vol 64 (5) ◽

pp. 597-602 ◽

Cited By ~ 29

Author(s):

Minoru Suzuki ◽

Motonari Daitoh ◽

Charles Santhanaraju Vairappan ◽

Tsuyoshi Abe ◽

Michio Masuda

Keyword(s):

Halogenated Metabolites

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Three halogenated metabolites fromLaurencia obtusa

Phytochemistry ◽

10.1016/0031-9422(90)80183-h ◽

1990 ◽

Vol 29 (10) ◽

pp. 3193-3196 ◽

Cited By ~ 14

Author(s):

Saif-Eldin N. Ayyad ◽

Abdel-Aziz M. Dawidar ◽

Hanwellage W. Dias ◽

R. Alan Howie ◽

Jsmin Jakupovic ◽

...

Keyword(s):

Halogenated Metabolites

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Effects of halogenated metabolites from infaunal polychaetes on larval settlement of the spionid polychaete Streblospio benedicti

Marine Ecology Progress Series ◽

10.3354/meps07226 ◽

2008 ◽

Vol 355 ◽

pp. 161-172 ◽

Cited By ~ 4

Author(s):

F Esser ◽

M Winterberg ◽

Z Sebesvari ◽

T Harder

Keyword(s):

Larval Settlement ◽

Halogenated Metabolites ◽

Streblospio Benedicti

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Halogenated Metabolites of the Red Alga Plocamium cruciferum

Australian Journal of Chemistry ◽

10.1071/ch9792545 ◽

1979 ◽

Vol 32 (11) ◽

pp. 2545 ◽

Cited By ~ 16

Author(s):

P Bates ◽

JW Blunt ◽

MP Hartshorn ◽

AJ Jones ◽

MHG Munro ◽

...

Keyword(s):

Fatty Acid Methyl Esters ◽

Methyl Esters ◽

Complex Mixture ◽

Red Alga ◽

Organic Extract ◽

X Ray ◽

X Ray Crystallography ◽

Halogenated Metabolites ◽

Acid Methyl ◽

Absolute Stereochemistry

The organic extract of Plocamium cruciferum gave a complex mixture of fatty acid methyl esters (26%), the tribromotrichloroalkene (12),(7%), n-heptadecane (0.4%), phytol(12%) and the unusual hydroxy bisnor-monoterpene (15) (43%). The absolute stereochemistry of the polyhalogenated alkene (12) was established by X-ray crystallography.

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