Terpenes from Euphorbia antiquorum and Their in Vitro Anti‐HIV Activity
Three new compounds (1 – 3), including two euphane type triterpenes, 24,24‐dimethoxy‐25,26,27‐trinoreuphan‐3β‐ol (1) and (24S)‐24‐hydroperoxyeupha‐8,25‐dien‐3β‐ol (2), and an ent‐atisine diterpene, ent‐atisane‐3α,16α,17‐triol (3), were isolated from an acetone extract of the stems of Euphorbia antiq...
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| Published in | Chemistry & biodiversity Vol. 15; no. 5; pp. e1700560 - n/a |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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| Abstract | Three new compounds (1 – 3), including two euphane type triterpenes, 24,24‐dimethoxy‐25,26,27‐trinoreuphan‐3β‐ol (1) and (24S)‐24‐hydroperoxyeupha‐8,25‐dien‐3β‐ol (2), and an ent‐atisine diterpene, ent‐atisane‐3α,16α,17‐triol (3), were isolated from an acetone extract of the stems of Euphorbia antiquorum, together with eight known diterpenes (4 – 11). The structures of compounds (1 – 11) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV‐1 replication in vitro (EC50 = 1.38 μm). |
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| AbstractList | Three new compounds (1 - 3), including two euphane type triterpenes, 24,24-dimethoxy-25,26,27-trinoreuphan-3β-ol (1) and (24S)-24-hydroperoxyeupha-8,25-dien-3β-ol (2), and an ent-atisine diterpene, ent-atisane-3α,16α,17-triol (3), were isolated from an acetone extract of the stems of Euphorbia antiquorum, together with eight known diterpenes (4 - 11). The structures of compounds (1 - 11) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV-1 replication in vitro (EC50 = 1.38 μm).Three new compounds (1 - 3), including two euphane type triterpenes, 24,24-dimethoxy-25,26,27-trinoreuphan-3β-ol (1) and (24S)-24-hydroperoxyeupha-8,25-dien-3β-ol (2), and an ent-atisine diterpene, ent-atisane-3α,16α,17-triol (3), were isolated from an acetone extract of the stems of Euphorbia antiquorum, together with eight known diterpenes (4 - 11). The structures of compounds (1 - 11) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV-1 replication in vitro (EC50 = 1.38 μm). Three new compounds (1 - 3), including two euphane type triterpenes, 24,24-dimethoxy-25,26,27-trinoreuphan-3β-ol (1) and (24S)-24-hydroperoxyeupha-8,25-dien-3β-ol (2), and an ent-atisine diterpene, ent-atisane-3α,16α,17-triol (3), were isolated from an acetone extract of the stems of Euphorbia antiquorum, together with eight known diterpenes (4 - 11). The structures of compounds (1 - 11) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV-1 replication in vitro (EC = 1.38 μm). Three new compounds ( 1 – 3 ), including two euphane type triterpenes, 24,24‐dimethoxy‐25,26,27‐trinoreuphan‐3 β ‐ol ( 1 ) and (24 S )‐24‐hydroperoxyeupha‐8,25‐dien‐3 β ‐ol ( 2 ), and an ent ‐atisine diterpene, ent ‐atisane‐3 α ,16 α ,17‐triol ( 3 ), were isolated from an acetone extract of the stems of Euphorbia antiquorum , together with eight known diterpenes ( 4 – 11 ). The structures of compounds ( 1 – 11 ) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV ‐1 replication in vitro ( EC 50 = 1.38 μ m ). Three new compounds (1 – 3), including two euphane type triterpenes, 24,24‐dimethoxy‐25,26,27‐trinoreuphan‐3β‐ol (1) and (24S)‐24‐hydroperoxyeupha‐8,25‐dien‐3β‐ol (2), and an ent‐atisine diterpene, ent‐atisane‐3α,16α,17‐triol (3), were isolated from an acetone extract of the stems of Euphorbia antiquorum, together with eight known diterpenes (4 – 11). The structures of compounds (1 – 11) were elucidated using NMR and MS spectroscopic methods. Compound 7 showed moderate activity against HIV‐1 replication in vitro (EC50 = 1.38 μm). |
| Author | Chen, Chin‐Ho Li, Rong‐Tao Dong, Miao Chen, Xuan‐Qin |
| Author_xml | – sequence: 1 givenname: Miao surname: Dong fullname: Dong, Miao organization: Kunming University of Science and Technology – sequence: 2 givenname: Xuan‐Qin surname: Chen fullname: Chen, Xuan‐Qin organization: Kunming University of Science and Technology – sequence: 3 givenname: Chin‐Ho surname: Chen fullname: Chen, Chin‐Ho organization: Duke University – sequence: 4 givenname: Rong‐Tao surname: Li fullname: Li, Rong‐Tao email: rongtaolikm@163.com organization: Kunming University of Science and Technology |
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| Cites_doi | 10.1021/np5002237 10.1016/0031-9422(90)80134-3 10.1016/0031-9422(95)00765-2 10.1021/np0202475 10.1021/np010377y 10.1016/0040-4039(84)80128-8 10.1055/s-0029-1234578 10.1016/S0031-9422(00)00165-5 10.1055/s-2006-960208 10.1016/S0031-9422(97)01065-0 10.1016/S0305-1978(02)00174-6 10.1021/np900305j 10.3390/molecules171011826 10.1182/blood.V98.10.3006 10.1016/0031-9422(89)80049-4 10.1021/cr078350s 10.1021/np5004752 10.1021/np0205396 10.1248/cpb.37.1547 10.1021/np800816n 10.1021/acsmedchemlett.5b00339 |
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| SubjectTerms | Acetone anti‐HIV Diterpenes Euphorbia Euphorbia antiquorum HIV Human immunodeficiency virus NMR Nuclear magnetic resonance Terpenes Triterpenes |
| Title | Terpenes from Euphorbia antiquorum and Their in Vitro Anti‐HIV Activity |
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