Marine Natural Products. XXXVI. Biologically Active Polyacetylenes, Adociacetylenes A, B, C, and D, from an Okinawan Marine Sponge of Adocia sp.

Kobayashi, Mariko; Mahmud, Taifo; Tajima, Hiromi; Wang, Weiqi; Aoki, Shunji; Nakagawa, Shinsaku; Mayumi, Tadanori; Kitagawa, Isao

doi:10.1248/cpb.44.720

Cited by 44 publications

(60 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…(306). Adociacetylenes A, C, and D exhibited inhibitory activity in the in vitro endothelial cell-neutrophil leukocyte adhesion assay.…”

Section: Marine and Freshwater Sponges (Porifera)mentioning

confidence: 97%

“…The unusual cyclodepsipeptide dolastatin 17 (306) was isolated from the Papua New Guinea sea hare Dolabella auricularia (Gastropoda, Orthogastropoda, Aplysiidae) and found to contain an acetylenic β-amino acid, designated dolayne. Dolastatin 17 exhibited significant human cancer cell growth inhibitory activity (GI 50 0.45-0.74 µg/mL range) (370,371).…”

Section: Marine and Freshwater Mollusksmentioning

confidence: 99%

See 1 more Smart Citation

Anticancer activity of natural and synthetic acetylenic lipids

Dembitsky¹

2006

Lipids

129

View full text Add to dashboard Cite

This review is a comprehensive survey of acetylenic lipids and their derivatives, obtained from living organisms, that have anticancer activity. Acetylenic metabolites belong to a class of molecules containing triple bond(s). They are found in plants, fungi, microorganisms, and marine invertebrates. Although acetylenes are common as components of terrestrial plants, fungi, and bacteria, it is only within the last 30 years that biologically active polyacetylenes having unusual structural features have been reported from plants, cyanobacteria, algae, invertebrates, and other sources. Naturally occurring aquatic acetylenes are of particular interest since many of them display important biological activities and possess antitumor, antibacterial, antimicrobial, antifouling, antifungal, pesticidal, phototoxic, HIV-inhibitory, and immunosuppressive properties. There is no doubt that they are of great interest, especially for the medicinal and/or pharmaceutical industries. This review presents structures and describes cytotoxic and anticancer activities only for more than 300 acetylenic lipids and their derivatives isolated from living organisms.

show abstract

“…(306). Adociacetylenes A, C, and D exhibited inhibitory activity in the in vitro endothelial cell-neutrophil leukocyte adhesion assay.…”

Section: Marine and Freshwater Sponges (Porifera)mentioning

confidence: 97%

Section: Marine and Freshwater Mollusksmentioning

confidence: 99%

Anticancer activity of natural and synthetic acetylenic lipids

Dembitsky¹

2006

Lipids

129

View full text Add to dashboard Cite

show abstract

“…that exhibited activity in an in vitro endothelial cell-neutrophil leukocyte adhesion assay [70]. This natural acetylenic alcohol became our inaugural synthesis in 2001 [16].…”

Section: Adociacetylene B (1)mentioning

confidence: 99%

“…Adociacetylene B (1) diacetate 70 was treated with K 2 CO 3 in methanol to provide the diol, whose optical rotation was found to be [a] D 22 ¼ þ21. The reported optical rotation for natural adociacetylene B (1) was [a] D ¼ þ21.7 [70].…”

Section: Adociacetylene B (1)mentioning

confidence: 99%

Total synthesis of polyyne natural products

Gung

2008

Comptes Rendus. Chimie

View full text Add to dashboard Cite

“…To the best of our knowledge, this is the first report in which compounds 1-4 showed antibacterial activity. Compounds 1-4, but not compound 5, were tested further for antimicrobial activity against other microorganisms, such as Gram-positive bacteria (methicillin- [26][27][28] However, these reports did not show a release of the antimicrobial polyacetylenes. To the best of our knowledge, this is the first report of antimicrobial polyacetylenes being released into the ambient environment.…”

mentioning

confidence: 99%

Antimicrobial Polyacetylenes from Panax ginseng Hairy Root Culture

2012

View full text Add to dashboard Cite

Two new polyacetylenes, 1-hydroxydihydropanaxacol (3) and 17-hydroxypanaxacol (4), were isolated from Panax ginseng hairy root culture, along with dihydropanaxacol (1), panaxacol (2) and ginsenoyne D (5). Highly hydroxylated compounds 1-4 were isolated from the medium and compound 5, which was a biosynthetic precursor of compound 1, was isolated from the roots. Compounds 1-4 showed antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Cryptococcus neoformans and Aspergillus fumigatus. It is suggested that P. ginseng plants release antimicrobial polyacetylenes into the surrounding soil from the roots as defense compounds.Key words Panax ginseng; hairy root culture; polyacetylene; antimicrobial; allelopathy Panax ginseng is an Araliaceae plant. The roots of P. ginseng have been used in traditional medicine in Japan, China, and Korea and are known for their tonic effect. A series of triterpenoid saponins [1][2][3][4][5][6][7][8] and polyacetylenes 9-16) have been isolated previously from this plant. To produce ginseng saponins, callus, tissue culture and hairy root culture were established.

show abstract

Marine Natural Products. XXXVI. Biologically Active Polyacetylenes, Adociacetylenes A, B, C, and D, from an Okinawan Marine Sponge of Adocia sp.

Cited by 44 publications

References 0 publications

Anticancer activity of natural and synthetic acetylenic lipids

Anticancer activity of natural and synthetic acetylenic lipids

Total synthesis of polyyne natural products

Antimicrobial Polyacetylenes from Panax ginseng Hairy Root Culture

Contact Info

Product

Resources

About