Department of Agro-environmental Sciences, Faculty of Agriculture, Kyushu University, Fukuoka 812-8581, Japan; Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Sepuluh Nopember, Kampus ITS-Sukolilo, Surabaya 60111, Indonesia.
Bioorg Med Chem Lett. 2013 Nov 1;23(21):5900-3. doi: 10.1016/j.bmcl.2013.08.084. Epub 2013 Sep 5.
A series of lanostane-type triterpenoids, identified as ganoderma alcohols and ganoderma acids, were isolated from the fruiting body of Ganoderma lingzhi. Some of these compounds were confirmed as active inhibitors of the in vitro human recombinant aldose reductase. This paper aims to explain the structural requirement for α-glucosidase inhibition. Our structure-activity studies of ganoderma alcohols showed that the OH substituent at C-3 and the double-bond moiety at C-24 and C-25 are necessary to increase α-glucosidase inhibitory activity. The structure-activity relationships of ganoderma acids revealed that the OH substituent at C-11 is an important feature and that the carboxylic group in the side chain is essential for the recognition of α-glucosidase inhibitory activity. Moreover, the double-bond moiety at C-20 and C-22 in the side chain and the OH substituent at C-3 of ganoderma acids improve α-glucosidase inhibitory activity. These results provide an approach with which to consider the structural requirements of lanostane-type triterpenoids from G. lingzhi. An understanding of these requirements is considered necessary in order to improve a new type of α-glucosidase inhibitor.
从灵芝的子实体中分离出一系列羊毛甾烷型三萜类化合物，鉴定为灵芝醇和灵芝酸。其中一些化合物被确认为体外人重组醛糖还原酶的活性抑制剂。本文旨在解释α-葡萄糖苷酶抑制的结构要求。我们对灵芝醇的构效关系研究表明，C-3 上的 OH 取代基和 C-24 和 C-25 上的双键部分是增加α-葡萄糖苷酶抑制活性所必需的。灵芝酸的构效关系表明，C-11 上的 OH 取代基是一个重要特征，侧链上的羧酸基团对于识别α-葡萄糖苷酶抑制活性是必不可少的。此外，侧链中 C-20 和 C-22 上的双键部分和 C-3 上的 OH 取代基可提高α-葡萄糖苷酶抑制活性。这些结果为考虑灵芝中羊毛甾烷型三萜的结构要求提供了一种方法。为了开发新型的α-葡萄糖苷酶抑制剂，了解这些要求被认为是必要的。
