光果金樱子三萜类化合物的分离鉴定与抗SARS-CoV-2活性评价

Isolation and Identification of Triterpenoids from Rosa laevigata var.leiocapus and Evaluation of Their Anti-SARS-COV-2 Activity

为了解光果金樱子(Rosa laevigata var. leiocapus)的三萜类化学成分及其抗严重急性呼吸综合征冠状病毒2活性(severe acute respiratory syndrome coronavirus 2, SARS-CoV-2),运用多种色谱分离技术从其95%乙醇提取物中分离得到15个三萜化合物。根据理化性质及波谱数据,分别鉴定为:laevigaterpeneA(1)、2α,23-二羟基齐墩果酸(2)、1β-羟基蔷薇酸(3)、3β-(p-hydroxytrans-cinnamoyloxy)olean-12-en-28-oic acid (4)、3β-反式对羟基肉桂酰氧基-2α-羟基齐墩果酸(5)、2α,3α-二羟基-12-烯-28-齐墩果酸(6)、坡模酸(7)、桦木酸甲酯(8)、2α,3α,19α,23-四羟基-12-烯-乌苏酸(9)、乙酰基-11α-甲氧基-β-乳香酸(10)、阿江榄仁尼酸(11)、2α,3α,19α-trihydroxy-28-norurs-12-ene (12)、蔷薇酸(13)、2α,19α-dihydroxy-3-oxo-12-ursen-28-oic acid (14)和齐墩果酸(15)。所有化合物均为首次从光果金樱子中分离获得,其中化合物4、10、12为首次从蔷薇属植物中分离得到。化合物8和15对SARS-CoV-2主蛋白酶(mainprotease,简称Mpro)具有较强的抑制作用,IC50值分别为(6.74±0.33)和(5.19±0.25)μmol/L,具有潜在的抗SARS-CoV-2活性。

To understand the triterpenoids from Rosa laevigata var.leiocapus and their SARS-CoV-2 inhibitory activities,15 compounds were isolated from the 95%EtOH extract by using chromatographic separation techniques,such as silica gel,Sephadex LH-20 and pre-HPLC.On the basis of spectral data,their structures were identified as laevigaterpene A(1),2α,23-dihydroxy oleanolic acid(2),1β-hydroxyeuscaphic acid(3),3β-(p-hydroxytranscin-namoyloxy)olean-12-en-28-oic acid(4),3β-trans-p-coumaroyloxy-2α-hydroxy oleanolic acid(5),2α,3α-dihydroxyo-lean-12-en-28-oic acid(6),pomolic acid(7),lup-3β-ol-28-carboxylate(8),2α,3α,19α,23-tetrahydroxyurs-12-en-28-oic acid(9),acetyl-11α-methoxy-β-boswellic acid(10),arjunic acid(11),2α,3α,19α-trihydroxy-28-norurs-12-ene(12),euscaphic acid(13),2α,19α-dihydroxy-3-oxo-12-ursen-28-oic acid(14),and oleanolic acid(15).Compounds 1-15 were obtained from this species at first time.Moreover,compounds 4,10 and 12 were isolated from Rosa at first time.Compounds 8 and 15 exhibited strong inhibitory effects on SARS-CoV-2 Mpro,with IC50 of(6.74±0.33)and(5.19±0.25)μmol/L,respectively,showing potential anti-SARS-CoV-2 activity.