84294-81-5

Upstream product

• 94359-21-4 (2S,3S)-(+)-5'-methoxyyatein 
• 123277-20-3 (+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid 
• 123251-32-1 (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 
• 123251-30-9 (+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid lactone 
• 94425-97-5 (-)-hernandin 

Relevant academic research and scientific papers

Studies on the constituents of the seeds of Hernandia ovigera L. IX. Identification of two dibenzobutyrolactone-type lignans and an attempt of conversion into phenyltetralin-type lignan

Two kinds of lignans were isolated from the seeds of Hernandia ovigera L. in addition to the nine lignans previously reported. One was confirmed as (-)-dimethylmatairesinol and the other was identified as 5'-methoxypodorhizol (14) by comparison with the a

Studies on the Constituents of the Seeds of Hernandia ovigera L. VII. Syntheses of (+/-)-Hernolactone and (+/-)-Hernandin

Two new lignans, hernolactone (1) and hernandin (2), isolated from the seeds of Hernandia ovigera L. were synthesized in racemic forms.Firstly, (+/-)-1 was obtained by utilizing the conjugate addition reaction of 4 with butenolide followed by alkylation with trimethoxybenzyl bromide and subsequent removal of the protecting groups.Synthesis of 2 was pursued using the corresponding 4-phenyl-1,2-dihydronaphthalene lactone (18).The cleavage of the lactone moiety of 18 afforded an unsaturated hydroxy acid (22).Subsequent hydrogenation of 22 followed by acidification with concentrated hydrochloric acid gave isopicrohernandin (21), leaving the 2,3-trans, 3,4-cis hydroxy acid (23), which was lactonized by means of N,N-dicyclohexylcarbodiimide to afford (+/-)-2.Keywords: Hernandia ovigera; hernolactone; hernandin; lignan; dibenzylbutyrolactone lignan; phenyltetralin lignan; isopicrohernandin; Diels-Alder reaction

Studies on the Constituents of the Seeds of Hernandia ovigera L. III. Structures of Two New Lignans

Two kinds of lignans were isolated from the seeds of Hernandia ovigera L. (Hernandiaceae) besides the previously reported desoxypodophyllotoxin (DPT), desoxypicropodophyllin, bursehernin and podorhizol, and the structures of the lignans were clarified.One