TL;DR: Petioles from over 1000 individual plants of the genera Datura, Scopolia and Hyoscyamus were analysed to establish the variation in the levels and patterns of tropane alkaloids which occur between plants.
TL;DR: The highest content of tropane alkaloids was obtained in the adventitious roots of Hyoscyamus albus cultured in hormone-free 1/2 MS liquid medium and 7β-Hydroxyhyoscyamine, recently isolated, was produced in the hairy roots of Scopolia tangutica and Datura innoxia, while it could not be detected in their adventitious root cultures.
TL;DR: The name hyoscyamine is derived from Hyoscyamus niger from which these two tropane alkaloids also for the first time were isolated and detected in H. muticus.
Abstract: Tropane alkaloids are among the oldest drugs in medicine. Besides the medicinal use they possess hallucinogenic and poisonous properties. Many plants belonging to the Solanaceae family have been used for centuries because of their active principles, hyoscyamine and scopolamine. The name hyoscyamine is derived from Hyoscyamus niger from which these two tropane alkaloids also for the first time were isolated.1,2 Later on Dunstan and Brown3 detected hyoscyamine in H. muticus. Also other Solanaceous plants belonging to Atropa, Datura, Duboisia and Scopolia produce these valuable alkaloids.
TL;DR: GC-MS analyses of Agrobacterium signal compound mixtures from species belonging to a variety of flowering plant families revealed that the occurrence of virulence-inducing acetophenones may be restricted to members of the Solanaceae.
TL;DR: The present study represents the first recognition of hydroxycinnamic acid amides containing putrescine or spermidine in S. tangutica and exhibited moderate agonist activity at the µ-opioid receptor.
Abstract: Four new hydroxycinnamic acid amides, scotanamines A–D (1–4), and seven known alkaloids, including N
1,N
10-di-dihydrocaffeoylspermidine (5), scopolamine (6), anisodamine (7), hyoscyamine (8), anisodine (9), caffeoylputrescine (10), and N
1-caffeoyl-N
3-dihydrocaffeoylspermidine (11), were obtained from the roots of Scopolia tangutica. The present study represents the first recognition of hydroxycinnamic acid amides containing
putrescine or spermidine in S. tangutica. Compound 1, in particular, contains a moiety resulting from the condensation of nortropinone and putrescine. Compound 2 exhibited moderate agonist activity at the µ-opioid receptor (EC50 = 7.3 µM). Compound 2 was tested in vivo and induced analgesia in mice. The analgesic effect was recorded using the tail-flick assay and was reversed by naloxone.