Niaziminin, a thiocarbamate from the leaves of Moringa oleifera, holds a strict structural requirement for inhibition of tumor-promoter-induced Epstein-Barr virus activation.
Three known thiocarbamate (TC)- and isothiocyanate (ITC)-related compounds have been isolated from the leaves of Moringa oleifera, a traditional herb in southeast Asia, as inhibitors of tumor promoter teleocidin B-4-induced Epstein-Barr virus (EBV) activation in Raji cells. Interestingly, only niaziminin among 10 TCs including 8 synthetic ones showed considerable inhibition against EBV activation. The structure-activity relationships indicated that the presence of an acetoxy group at the 4'-position of niaziminin is important and indispensable for inhibition. On the other hand, among the ITC-related compounds, naturally occurring 4-[(4'-O-acetyl-alpha-L-rhamnosyloxy)benzyl]ITC and commercially available allyl- and benzyl-ITC significantly inhibited activation, suggesting that the isothiocyano group is a critical structural factor for activity.
Murakami
A
A
Department of Biotechnological Science, Faculty of Biology-Oriented Science and Technology, Japan.
Kitazono
Y
Y
Jiwajinda
S
S
Koshimizu
K
K
Ohigashi
H
H
D002460:Cell Line; D004854:Herpesvirus 4, Human / Q000187:drug effects* / Q000502:physiology; D006801:Humans; D018515:Plant Leaves / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013859:Thiocarbamates / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D014775:Virus Activation / Q000187:drug effects*
D013859:Thiocarbamates; C112693:niaziminin