ChemInform Abstract: STRUCTURAL MODIFICATIONS OF ANGUIDIN AND ANTITUMOR ACTIVITIES OF ITS ANALOGS

Kaneko, Toshihiko; Schmitz, H; Essery, J. M.; Rose, William C.; Howell, H. G.; O'herron, F. A.; Nachfolger, S.; Huftalen, James B.; Bradner, William T.; Partyka, R. A.; Doyle, Terrence W.; Davies, Jill; Cundliffe, Eric

doi:10.1002/chin.198241347

Cited by 7 publications

(10 citation statements)

References 1 publication

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“…However, Corley et al (1986b) recently isolated 8-hydroxytrichothecene, which was assigned the P-configuration based on NMR data ( J = 5.5, 9.3 Hz). These assignments are supported by observed values of J7,8 = 5 and 8 Hz, respectively, in synthetic %hydroxy epimers ( a and (3) of neosolaniol (Kaneko et al, 1982).…”

Section: Resultssupporting

confidence: 72%

Secondary metabolites produced by Fusarium sporotrichioides DAOM 165006 in liquid culture

Greenhalgh¹,

Blackwell²,

Savard³

et al. 1988

J. Agric. Food Chem.

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A Canadian strain of Fusarium sporotrichioides, DAOM 16005, grown in liquid culture produced a variety of trichothecenes. The yields obtained in two different fermentation media, MYRO and Moss and Franks, were approximately the same; however, in the later medium, T-2 formed more rapidly and then was degraded to HT-2. All the trichothecenes isolated were 3,4-oxygenated compounds; T-2 was the major metabolite together with neosolaniol, HT-2, and DAS. Of some 16 minor metabolites detected, four were characterized by GC and 'H NMR spectral data as being T-2 analogues. These were the C-8 propionate, isobutyrate, and butyrate esters of neosolaniol, which are new compounds, and the 3'-hydroxy derivative of T-2. The biosynthetic implication of the formation of these analogues is discussed.

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Section: Resultssupporting

confidence: 72%

Secondary metabolites produced by Fusarium sporotrichioides DAOM 165006 in liquid culture

Greenhalgh¹,

Blackwell²,

Savard³

et al. 1988

J. Agric. Food Chem.

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“…Kaneko et al also showed that both {3-hydroxylation at C-8 position of DAS and (3-9,10-epoxidation of 3-oxoderivative of DAS decreased in its inhibition of eukaryotic protein synthesis. 19 ) …”

Section: «Hs Oh B-4 -Ch-c-«hcho«h-'0/ Oh Ch(oh)ch3mentioning

confidence: 99%

Antiviral Activity of Macrocyclic Trichothecene Mycotoxins and Related Compounds Baccharinoids B-4 and B-5 against Herpes Simplex Virus Type 2

Okazaki¹,

Yoshizawa²,

Kimura³

1989

Agricultural and Biological Chemistry

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“…For general backgroud, see: Amagata et al (2003); Namikoshi et al (2001); Alvi et al (2002); Xu et al (2006); Abbas et al (2002); Kaneko et al (1982); Allen et al (1987); Jarvis & Midiwo (1982); Cremer & Pople (1975). For related literature, see: Shen et al (2006).…”

Section: Related Literaturementioning

confidence: 99%

“…Macrocyclic trichothecenes have attracted considerable interest mainly due to their potent biological activity, such as cancer prevention (Amagata et al, 2003), cytotoxicity (Namikoshi et al, 2001;Alvi et al, 2002;Xu et al, 2006) andphytotoxicity (Abbas et al, 2002). Knowledge of the three-dimensional structure of these compounds is important in order to establish structure-activity relationships (Kaneko et al, 1982). We herein report the crystal structure of roridin H, (I), a bioactive macrocyclic trichothecene with systematic name Spiro [7,10-epoxy-17,19methano-1H,3H,9H,24H-[1,6,12]…”

Section: S1 Commentmentioning

confidence: 99%

Roridin H

Gai¹,

Zhao

et al. 2007

Acta Cryst E

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In the molecule of the title compound, C29H36O8, the five‐membered rings adopt envelope conformations, while the six‐membered rings have twist and chair conformations. The five‐membered rings also have pseudo‐mirror planes, while the six‐membered rings have pseudo‐twofold axes. In the crystal structure, intra‐ and intermolecular C—H...O hydrogen bonds cause the formation of a network structure. This study establishes the relative configuration of the compound.

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ChemInform Abstract: STRUCTURAL MODIFICATIONS OF ANGUIDIN AND ANTITUMOR ACTIVITIES OF ITS ANALOGS

Abstract: Scirpentriol (I) reagiert mit Chloressigsäureanhydrid zu einem Gemisch der Verbindungen (II).

Cited by 7 publications

References 1 publication

Secondary metabolites produced by Fusarium sporotrichioides DAOM 165006 in liquid culture

Secondary metabolites produced by Fusarium sporotrichioides DAOM 165006 in liquid culture

Antiviral Activity of Macrocyclic Trichothecene Mycotoxins and Related Compounds Baccharinoids B-4 and B-5 against Herpes Simplex Virus Type 2

Roridin H

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