Fragoso-Serrano M, Gonzalez-Chimeo E, Pereda-Miranda R
Departamento de Farmacia, Facultad de Quimica, Universidad Nacional Autonoma de Mexico, Coyoacan 04510, D.F., Mexico.
J Nat Prod. 1999 Jan;62(1):45-50. doi: 10.1021/np980222z.
Seven new labdane diterpenes with insecticidal properties were isolated from the aerial parts of Hyptis spicigera. Their structures were established on the basis of spectral (MS, 1H NMR, and 13C NMR) and chemical evidences as: 19-acetoxy-2alpha,7alpha, 15-trihydroxylabda-8(17),(13Z)-diene (1); 15,19-diacetoxy-2alpha, 7alpha-dihydroxylabda-8(17),(13Z)-diene (2); 7alpha,15, 19-triacetoxy-2alpha-hydroxylabda-8(17),(13Z)-diene (3); 19-acetoxy-2alpha,7alpha-dihydroxylabda-8(17),(13Z)-dien-15-al (4); 19-acetoxy-7alpha,15-dihydroxylabda-8(17),(13Z)-dien-2-one (5); 19-acetoxy-2alpha,7alpha-dihydroxylabda-14, 15-dinorlabd-8(17)-en-13-one (6); and 2alpha,7alpha,15, 19-tetrahydroxy-ent-labda-8(17),(13Z)-diene (7). Absolute configurations were established by application of Mosher's method. Compound 2 significantly inhibited larval growth of the European corn borer.
从穗状香科塔草的地上部分分离出了七种具有杀虫特性的新半日花烷二萜。它们的结构是根据光谱（质谱、1H核磁共振和13C核磁共振）和化学证据确定的，分别为：19-乙酰氧基-2α,7α,15-三羟基半日花-8(17),(13Z)-二烯（1）；15,19-二乙酰氧基-2α,7α-二羟基半日花-8(17),(13Z)-二烯（2）；7α,15,19-三乙酰氧基-2α-羟基半日花-8(17),(13Z)-二烯（3）；19-乙酰氧基-2α,7α-二羟基半日花-8(17),(13Z)-二烯-15-醛（4）；19-乙酰氧基-7α,15-二羟基半日花-8(17),(13Z)-二烯-2-酮（5）；19-乙酰氧基-2α,7α-二羟基半日花-14,15-去甲半日花-8(17)-烯-13-酮（6）；以及2α,7α,15,19-四羟基-对映-半日花-8(17),(13Z)-二烯（7）。通过应用莫舍尔方法确定了绝对构型。化合物2显著抑制欧洲玉米螟幼虫的生长。
