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Ergosterol-5,8-peroxide

Peroxy derivatives of steroids have been isolated from both marine and terrestrial sources. They are most commonly 5a, 8a-endoperoxides with variations in the side-chains. The ergosterol peroxide 102 is the most ubiquitous endoperoxide-containing natural product and is isolated from a large number of sources. Ergosterol peroxide 102 was found to have antitumour activity against breast cancer and carcinosarcoma cell lines. A number of other steroidal endoperoxides have been reported which differ in the nature of the side-chain. Compound 103 was found to be an inhibitor of tumour promotion in mouse studies . [Pg.1334]

Ananas comosus (L.) Merrill Feng Li (leaf) Ergosterol peroxide, ananasic acid, 5 -stigmautena-3 (3,7d-diol, 3,4-dihydroxy cinnamic acid, 4-hydroxycinnamic acid, bromelin, vitamins.57 Antioxidant activity, for digestion, lower blood pressure, anticancer. [Pg.27]

In true photosensitized autoxidation, the addition of a sensitizer, such as chlorophyll, eosin, or rose bengal, is essential. This method was pioneered by Windaus and Brunken178 in the steroid series (ergosterol peroxide) and by Schenck and Ziegler179 in the terpene series (ascari-dole). Schenck et al.10 180,181 generalized the applicability of photosensitized autoxidation. [Pg.208]

Ergosterol peroxide,178 which was prepared as early as 1928, was shown by Skau and Bergmann194 and Bergmann and Hirschmann195 ... [Pg.209]

This reaction scheme can also be applied to other endoperoxides such as norascaridole,213 endoperoxides of a-phellandrene214,215 and [Pg.212]

The thermal decomposition of ascaridole (166) in xylene results in an oxygen shift to form 193.240-244 rpyg jSOmerization is thought to proceed via the diepoxide (192). A similar isomerization occurs in the thermal decomposition of some steroid peroxides 194 is formed in 15 % yield when ergosterol peroxide is heated in vacuo at 220°.246... [Pg.216]

Ergosterol peroxide (91) occurs widely in yeast and fungi and although incorporation studies have indicated that it is a possible intermediate in the oxidative metabolism of ergosterol there have been reservations that it could be an artefact. A... [Pg.207]

Windaus found that ergosterol peroxide is reduced smoothly to Triol-I by zinc dust in refluxing alcoholic alkali. [Pg.1375]

Mizushina Y, Watanabe I, Togashi H, Hanashima L, Takemura M, Ohta K, Sugawara F, Ko-shino H, Esumi Y, Uzawa J, Matsukage A, Yoshida S, Sakaguehi K (1998) An ergosterol peroxide, a natural product that selectively enhances the inhibitory effect of linoleic acid on DNApolymerase p. Biol Pharm Bull 21(5) 444 48... [Pg.130]

Archer AW, Elix JA (1992) Further new species and new reports of Pertusaria (lichenised Ascomycotina) from Australia. Mycotaxon XLV 417-431 Archer AW, Taylor WC (1987) Homoheveadride, a cyclononadiene bis-anhydride from Cladonia poly-carpoides. Phytochemistry 26 2117-2119 Arditti J, Fisch REMH, Flick BH (1972) Ergosterol peroxide from Rhizoctonia repens composition, conformation and origin. J Chem Soc Chem Comm 1217-1218 Armaleo D (1993) Why do lichens make secondary products XV Int Bot Congr, Tokyo-Yokohama, Abstr, 11 pp... [Pg.447]

Takahashi R, Tanaka O, Shibata S (1972b) Ergosterol peroxide from Peltigera aphthosa and P.dolichorrhiza. Phytochemistry 11 1850... [Pg.471]

Atalay et al. (2011) determined the lipid peroxidation inhibition potential for nine lichen compounds in two lipid peroxidation test systems (liposome and emulsion systems). They found that isidiophorin, rhizonaldehyde, rhizonyl alcohol and pulmonarianin retarded lipid peroxidation at in both test systems. However, stictic acid and ergosterol peroxide exhibited antioxidant activity in only the liposome test system. Usnic acid and diffractaic acid were not antioxidants in either system, while stictic acid was not lipid peroxidation inhibitor in the emulsion test system. All compounds, which inhibited lipid peroxidation in both test systems, were also DPPH radical scavengers. [Pg.118]

Takahashi, R., O. Tanaka, and S. Shibata Ergosterol Peroxide from Peltigera Species. Phytochem. 11, 1850 (1972). [Pg.233]

Ergosterol-5a,8a-peroxide 590 Ergosterol peroxide from lichens ... [Pg.212]

Arditti J, Fisch REMH, Flick BH (1972) Ergosterol Peroxide from Rhizocio-nia repens Composition, Conformation and Origin. J Chem Soc Chem Comm 1217... [Pg.239]

Further studies have been carried out on the role of oestrogen-like compounds in plants. The hypothesis that ergosterol peroxide is an artifact arising by attack of singlet oxygen on ergosterol has been further substantiated. A few aspects of the biosynthesis of the cucurbitanes, a class of oxygenated tetracyclic triterpenes, have been reviewed. ... [Pg.60]

Vesuvianic acid (81) Isidiophorin (82) Rhizonyl alcohol (83) Rhizonyl aldehyde (84) Pulmonarianin (85) Diffractaic acid (86) Ergosterol peroxide (87)... [Pg.254]

In the same sponge Fattorusso et al. (79) have also found a mixture of 5,8-epidioxy-A -sterols the two major components have been isolated and identified as 5,8-epidioxyergosta-6,22-dien-3p-ol (ergosterol peroxide) and 5,8-epidioxycholesta-6,22-dien-3p-ol. [Pg.45]

See other pages where Ergosterol-5,8-peroxide is mentioned: [Pg.222]    [Pg.421]    [Pg.61]    [Pg.69]    [Pg.494]    [Pg.499]    [Pg.113]    [Pg.117]    [Pg.275]    [Pg.342]    [Pg.344]    [Pg.945]    [Pg.137]    [Pg.516]    [Pg.252]   
See also in sourсe #XX -- [ Pg.408 ]

See also in sourсe #XX -- [ Pg.61 ]

See also in sourсe #XX -- [ Pg.25 , Pg.61 ]

See also in sourсe #XX -- [ Pg.516 , Pg.538 ]

See also in sourсe #XX -- [ Pg.212 ]

See also in sourсe #XX -- [ Pg.45 , Pg.62 ]



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Ergosterol-5a,8a-peroxide

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