Yellow Pigments of Aspergillus niger and Aspergillus awamori

Yellow Pigments of Aspergillus niger and Aspergillus awamori
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黑曲霉和泡盛曲霉的黄色素

DOI:
10.1271/bbb1961.30.683
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发表时间:
1966
期刊:
影响因子:
--
通讯作者:
Hiroshi Tanaka
Hiroshi Tanaka
中科院分区:
--
文献类型:
--
作者:
P. Wang;Hiroshi Tanaka

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碱降解Aurasperone A,C32 H26 O 10,得到联萘(IIa),m.p.255 °C和丙酮。(IIa)得到四乙酸酯(IIb),C32 H30 O 12,m.p.219 ℃和四甲基醚(IId),C28 H30 O 8,m.p.188 ℃。这些事实沿着以及Aurasperone A和(II B)的NMR谱证实Aurasperone A是具有不对称C-C键(7-10′或9-10′)的二聚2-甲基-5-羟基-6,8-二甲氧基-4H-萘并[2,3-B]吡喃-4-酮。醚(IId)与1,1 ′,3,3 ′,6,6 ′,8,8 ′-八甲氧基-4,4 ′-联萘不相同。因此,可以得出结论,(IId)是2,4 ′-联萘基,因此橙皮酮A是2,2 ′-二甲基-5,5 ′-二羟基-6,6 ′,8,8 ′-四羟基-7,10 ′-二[4 H-萘并[2,3-B]吡喃-4-酮](I)。
Alkaline degradation of Aurasperone A, C32H26O10, gave a binaphthyl (IIa), m.p. 255°C and acetone. (IIa) afforded a tetraacetate (IIb), C32H30O12 m.p. 219°C and a tetramethyl ether (IId), C28H30O8, m.p. 188°C. These facts along with the NMR spectra of aurasperone A and (IIb) confirm that aurasperone A is a dimeric 2-methyl-5-hydroxy-6,8-dimethoxy-4H-naphtho[2,3-b]pyran-4-one with asymmetric C-C linkage (7-10′ or 9-10′). The ether (IId) is not identical with 1,1′ ,3,3′ „6,6′ ,8,8′-octamethoxy-4,4′-binaphthyl. Thus, it follows that (IId) is a 2,4′-binaphthyl and hence aurasperone A is 2,2′-dimethyl-5,5′- dihydroxy-6,6′,8,8′-tetrahydroxy-7,10′-bi[4H-naphtho[2,3-b]pyran-4-one] (I).