Mechoulam R, Shani A, Edery H, Grunfeld Y
Science. 1970 Aug 7;169(3945):611-2. doi: 10.1126/science.169.3945.611.
A sample of hashish was extracted consecutively with petroleum ether, benzene, and methanol. When tested intravenously in monkeys only the petroleum-ether fraction was active. This material was further fractionated. The only active compound isolated was Delta(1)-tetrahydrocannabinol. Cannabinol, cannabidiol, cannabichromene, cannabigerol, and cannabicyclol when administered together with Delta(1)-tetrahydrocannabinol do not cause a change in the activity of the latter, under the experimental conditions used. These results provide evidence that, except for Delta(1)-tetrahydrocannabinol, no other major, psychotomimetically active compounds are present in hashish.
取一份大麻脂样品，依次用石油醚、苯和甲醇进行萃取。当对猴子进行静脉注射测试时，只有石油醚馏分具有活性。该物质进一步分馏。分离出的唯一活性化合物是Δ(1)-四氢大麻酚。在所用的实验条件下，大麻酚、大麻二酚、大麻色烯、大麻萜酚和大麻二环醇与Δ(1)-四氢大麻酚一起给药时，不会引起后者活性的变化。这些结果证明，除了Δ(1)-四氢大麻酚外，大麻脂中不存在其他主要的致幻活性化合物。
