Doryphora sassafras

Berberis nummularia (Berberidaceae) cnc 33,70 97 Berberis turcomannica (Berberidaceae) cnc 29,63 93 Berberis valdiviana (Berberidaceae) fit 64,378 93 Corydalis ophiocarpa (Papaveraceae) yz 98,1658 78 Corydalis speciosa (Papaveraceae) yz 95,838 75 Corydalis stricta (Papaveraceae) kps 19,461 83 Doryphora sassafras (Monimiaceae) 11yd 37,493 74 Islaya minor (Cactaceae) jc 189,79 80 Menispermum dauricum (Menispermaceae) tcyyk 5, 30 93 Papaver bracteatum (Papaveraceae) phy 22,247 83 Stephania cepharantha (Menispermaceae) nm 52,541 98 Thalictrum dasycarpum (Ranunculaceae) joc 34,1062 69 Thalictrum rugosum (Ranunculaceae) jnp 43,143 80 Thalictrum uchiyamai (Ranunculaceae) kjp 13,132 82 Xylopia vieillardii (Annonaceae) jnp 54,466 91... 

Eryngium potericum (Apiaceae), Baccharis rosemarinfolia (Asteraceae), Heliotropium spp. (Boraginaceae), Robinia pseudoacacia (Fabaceae), Doryphora sassafras (Monimiaceae), Vanilla spp. (Orchidaceae), Viola spp. (Violaceae) Vitis vinfera (Vitaceae) (wine)... 

Magnolia campbelli and M. mutabilis Doryphora sassafras Endlicher ... 

Of these alkaloids, aristolactams -All (78) and -BII (80), as well as cepharanone-A (82) and doryflavine (83), have been characterized recently, with the structural assignment for doryflavine being only tentative. Noteworthy is the fact that cepharanone-A (82) and aristolactam-BII (80) were found in Stephania cepharantha Y. Hayata (Menispermaceae), and that doryflavine (83) was isolated from Doryphora sassafras Endlicher (Monimiaceae). These are the first recorded occurrence of aristolactams outside the family Aristolochiaceae. 

Five new natural bases have been isolated. Doryafranine, C19H21NO3 (CLVI) [mp 92°-94° [a]], +41.5° (CHCI3)], isolated from Doryphora sassafras Endlicher (Monimiaceae) and its structure determined by NMR-spectroscopy and synthesis of the racemic compound (235). Latericine, C23H29NO7 (CLVII) [mp 216°-217° [a]n +40° (Py)], isolated by Preininger e< al. (236) from Papaver lateritium C. Koch, P. pilosum... 

The first example of a naturally occurring isoquinolone was doryanine isolated by Gharbo.et al. (1965) from the Australian sassafras tree Doryphora sassafras, and workers of the same laboratory later isolated doryphomine from the same species (Chen et al. 1974). The authors assumed that isoquinolones may be formed in the plant by oxidation of benzylisoquinolines or similar alkaloids, and this view now appears to be generally accepted (Krane and Shamma 1982). Indirect support for this hypothesis may be the presence of the bisbenzyhsoquinoline alkaloid thali-carpine and its two oxidation products hemandaline and N-methyl-6,7-dimethoxy-l-isoquinolone in Hernandia ovigera (Cava and Bessho 1966). 

Canonica L, Galliani G, Lesma G, Tollari S (1981) Enzymatic transformations of alkaloids utilizing pure enzymes. Proc 1st Int Conf Chem Biotechnol Biol Act Nat Prod Istvol. 2 522-527 Cava MP, Bessho K (1966) Hernandia alkaloids II. Hernandaline, a new elaborated aporphine structural type. Tetrahedron Lett 36 4279-4282 Chen CR, Beal JL, Doskotch RW, Mitscher LA, Svoboda GH (1974) A phytochemical study of Doryphora sassafras II. Isolation of eleven crystalline alkaloids from the bark. Lloydia 37 493-500... 

Gharbo SA, Beal JL, Schlessinger RH, Cava MP, Svoboda GH (1965) A phytochemical study of Doryphora sassafras. I. Isolation of eight crystalline alkaloids from the leaves. Lloydia 28 237-244 Ghosal S, Metha R (1974) jS-Phenethylamine and tetrahydroisoquinoline alkaloids of Desmodium cephalotes. Phytochemistry 13 1628-1629... 

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