Persimmon Calyx is a crude drug derived from the persistent calyx of mature fruit of Diospyros kaki Thunberg (Ebenaceae) and is used for the treatment of intractable hiccups. Although there are several reports on the isolation of constituents from Persimmon Calyx, its active constituents have not been elucidated. In this study, by focusing on the medicinal part of Persimmon Calyx, calyx on mature fruit of D. kaki, we examined the changes in the extraction amounts of 3 cultivars of D. kaki (‘Hiratanenashi’, ‘Jiro’, and ‘Tonewase’) to identify and quantify seasonally variable constituents during the maturation process by analysing their chemical compositions. We found that the extraction weight of the calyx, fruit of persimmons, and total tannin content in calyxes were significantly increased during maturation. Lupeol (1), betulinic acid (2), pomolic acid (3), ursolic acid (4), β-sitosterol (5), rotungenic acid (6), barbinervic acid (7), catechin (8), gallocatechin (9), and sucrose (10) were identified in the calyx of D. kaki. Compounds 1, 6, and 7 were isolated from Persimmon Calyx for the first time. Moreover, the isolated compounds (1–7) and their analogue (oleanolic acid) were quantitatively analysed, and the results showed that the amounts of 4 and oleanolic acid were reduced during maturation, whereas that of 2, 3, 6, and 7 were increased.

柿子花萼距离的成熟果实的宿萼衍生的生药柿树瓢虫（柿树科），并用于顽固性打嗝的治疗。尽管有几篇关于柿子花萼成分分离的报道，但尚未阐明其有效成分。在这项研究中，通过集中柿子花萼，对成熟果实萼的药用部位D.柿，我们研究在提取的变化量中的3个品种D.柿（“ Hiratanenashi”，“ Jiro”和“ Tonewase”）通过分析其化学成分来识别和量化成熟过程中的季节性变化成分。我们发现，在成熟过程中，花萼的提取重量，柿子的果实和花萼中的总单宁含量显着增加。羽扇豆醇（1），桦木酸（2），pomolic酸（3），熊果酸（4），β谷甾醇（5），rotungenic酸（6），barbinervic酸（7），儿茶素（8），没食子儿茶素（9），在D. kaki的花萼中发现了蔗糖（10）。化合物1，6和7分别从柿子花萼分离首次。此外，分离的化合物（1 - 7）和它们的类似物（齐墩果酸）进行定量分析，结果表明，的量4和齐墩果酸成熟期间减少，而其的2，3，6，和7分别增加。