Wichmann K, Krusius T, Sinervirta R, Puranen J, Jänne J
Contraception. 1986 May;33(5):519-28. doi: 10.1016/s0010-7824(86)80010-5.
Gossypol tetramethyl ether [C30 H24 O2(OCH3)4] and gossypol hexamethyl ether [C30 H24 O2(OCH3)6], which in contrast to gossypol are stable compounds, were tested for their ability to depress fructose degradation in fresh human sperm cells. Both ethers inhibited spermatozoal fructolysis, yet less effectively than did the parent compound. A synthetic compound, O-hydroxylnaphthaldehyde, and two commercially available preparations, 1- and 2-naphthaldehydes, were also tested under the same experimental conditions. These preparations represent about half of the gossypol molecule and possess a reactive aldehyde group in their molecules. Their inhibitory effect on fructose degradation in fresh human sperm cells, however, was considerably smaller than that of gossypol itself. It thus appears that the whole ring structure of gossypol rather than the intact aldehyde group is required for an effective inhibition of spermatozoal energy metabolism.
与棉酚不同，棉酚四甲醚[C30 H24 O2(OCH3)4]和棉酚六甲醚[C30 H24 O2(OCH3)6]是稳定化合物，对其抑制新鲜人类精子细胞中果糖降解的能力进行了测试。两种醚均抑制精子果糖分解，但效果不如母体化合物。在相同实验条件下还测试了一种合成化合物O - 羟基萘甲醛以及两种市售制剂1 - 萘甲醛和2 - 萘甲醛。这些制剂约占棉酚分子的一半，其分子中含有一个活性醛基。然而，它们对新鲜人类精子细胞中果糖降解的抑制作用远小于棉酚本身。因此，似乎棉酚的整个环结构而非完整的醛基是有效抑制精子能量代谢所必需的。
