中药青黛中几种微量成分的研究——Ⅰ.吲哚并[2,1b]喹唑啉-6,12-二酮和青黛酮的分离、结构鉴定及合成

从青黛的亲脂部分除去两个主要成分靛兰(Ⅰ)及靛玉红(Ⅱ)后,分得8个微量成分(Ⅲ～Ⅹ,含量3.3×10^-5～4.2×10^-4%)。经物理常数的测定、光谱分析及化学合成鉴定了成分Ⅲ为吲哚并[2,1 b]喹唑啉-6,12-二酮(tryptanthrin)、成分Ⅳ的结构为6-吲羟-吲哚并[2,1b]喹唑啉酮-12。Ⅳ是首次从天然物中分离出来和确定结构的,命名为青黛酮(qingdainone)。成分Ⅴ～Ⅹ的结构尚在证实中。经初步筛选,发现Ⅲ及Ⅳ均对黑色素瘤B₁₆有抑制作用,Ⅳ对小鼠Lewis肺癌有抑制作用。

MINOR CONSTITUENTS OF QING DAI,A TRADITIONAL CHINESE MEDICINE Ⅰ.ISOLATION, STRUCTURAL DETERMINATION AND SYNTHESIS OF TRYPTANTHRIN AND QINGDAINONE

The study of Qing Dai, a traditional Chinese medicine, has resulted in the isolation of eight minor constituents Ⅲ～Ⅹ(3.3×10^-5～,4.2×10^-4%) after removing of the two major constituents Ⅰ (indigotin) and Ⅱ (indirubin). Constituent Ⅲ (C₁₅H₈ N₂O₂) was found to be identical to the known compound indolo [-2,1b]-quinazoline6,12-dione (tryptanthrin). Constituent Ⅳ (C₂₃H₁₃N₃O₂) was assigned on the basis of spectrometric data to have structure Ⅳ and confirmed by condensation of Ⅲ with diacetylindoxyl. It was first found from plant origin and designated qingdainone. Ⅲ and Ⅳ were synthesized and found to be both active in test on melanoma B₁₆ and Ⅳ also showed inhibitory action against Lewis lung carcinoma in mice.Structure determination of constituents Ⅴ～Ⅹ is in progress.