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Cycloartane- and Lanostane-Type Triterpenoids from the Resin of Parthenium argentatum AZ-2, a Byproduct of Guayule Rubber Production
ACS Omega ( IF 3.7 ) Pub Date : 2021-06-04 , DOI: 10.1021/acsomega.1c01714 Ya-Ming Xu 1 , Chandrashekhar Madasu 1 , Manping X Liu 1 , E M Kithsiri Wijeratne 1 , David Dierig 2 , Bob White 2 , István Molnár 1 , A A Leslie Gunatilaka 1
ACS Omega ( IF 3.7 ) Pub Date : 2021-06-04 , DOI: 10.1021/acsomega.1c01714 Ya-Ming Xu 1 , Chandrashekhar Madasu 1 , Manping X Liu 1 , E M Kithsiri Wijeratne 1 , David Dierig 2 , Bob White 2 , István Molnár 1 , A A Leslie Gunatilaka 1
Affiliation
A total of 12 new cycloartane- and lanostane-type triterpenoids including 16-deoxyargentatin A (1), 16-deoxyisoargentatin A (2), 7-oxoisoargentatin A (3), 24-epi-argentatin H (4), 24-O-p-anisoylargentatin C (5), 24-O-trans-cinnamoylargentatin C (6), 16-dehydroargentatin C (7), 16,17(20)-didehydroargentatin C (8), isoargentatin C (9), isoargentatin H (10), 3-epi-quisquagenin (11), and isoquisquagenin (12) together with 10 known triterpenoids (13–22) were isolated from the resin of Parthenium argentatum AZ-2 obtained as a byproduct of Bridgestone guayule rubber production. The structures of new triterpenoids 1–12 and argentatin H (13), which has previously been characterized as its diacetate (23), were elucidated by extensive analysis of their spectroscopic data and chemical conversions, and the known compounds 14–22 were identified by comparison of their spectroscopic data with those reported. Of these, 13, 14, and 18 exhibited weak cytotoxic activity for several cancer cell lines.
中文翻译:
银胶菊橡胶生产副产品银胶菊 AZ-2 树脂中的环新烷和羊毛甾烷型三萜类化合物
共12个新的环阿丹烷型和羊毛甾烷型三萜类化合物,包括16-脱氧银素A ( 1 )、16-脱氧异银素A ( 2 )、7-氧代异银素A ( 3 )、24-表银素H ( 4 )、24- O -对甲氧基苯甲酰亚胺 C ( 5 )、24- O -反式- 肉桂酰亚胺 C ( 6 )、 16-脱氢银亚胺 C ( 7 )、 16,17(20)-二脱氢银亚胺 C ( 8 )、异银亚胺 C ( 9 )、异银亚胺 H ( 10 )、3- epi -quisquagenin ( 11 ) 和 isoquisquagenin ( 12 ) 以及 10 种已知的三萜类化合物 ( 13 – 22 ) 从作为普利司通银胶菊橡胶生产副产品的Parthenium argentatum AZ-2 树脂中分离出来。通过对其光谱数据和化学转化的广泛分析,阐明了新三萜类化合物1 – 12和 argentatin H ( 13 ) 的结构(之前已将其表征为其二乙酸盐 ( 23 )),并通过以下方法鉴定了已知化合物14 – 22将他们的光谱数据与报告的数据进行比较。其中, 13、14和18对几种癌细胞系表现出弱的细胞毒活性。
更新日期:2021-06-15
中文翻译:
银胶菊橡胶生产副产品银胶菊 AZ-2 树脂中的环新烷和羊毛甾烷型三萜类化合物
共12个新的环阿丹烷型和羊毛甾烷型三萜类化合物,包括16-脱氧银素A ( 1 )、16-脱氧异银素A ( 2 )、7-氧代异银素A ( 3 )、24-表银素H ( 4 )、24- O -对甲氧基苯甲酰亚胺 C ( 5 )、24- O -反式- 肉桂酰亚胺 C ( 6 )、 16-脱氢银亚胺 C ( 7 )、 16,17(20)-二脱氢银亚胺 C ( 8 )、异银亚胺 C ( 9 )、异银亚胺 H ( 10 )、3- epi -quisquagenin ( 11 ) 和 isoquisquagenin ( 12 ) 以及 10 种已知的三萜类化合物 ( 13 – 22 ) 从作为普利司通银胶菊橡胶生产副产品的Parthenium argentatum AZ-2 树脂中分离出来。通过对其光谱数据和化学转化的广泛分析,阐明了新三萜类化合物1 – 12和 argentatin H ( 13 ) 的结构(之前已将其表征为其二乙酸盐 ( 23 )),并通过以下方法鉴定了已知化合物14 – 22将他们的光谱数据与报告的数据进行比较。其中, 13、14和18对几种癌细胞系表现出弱的细胞毒活性。