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Provisional Recommendations

IUBMB-IUPAC

Joint Commission on Biochemical Nomenclature (JCBN)

Nomenclature of Lignans and Neolignans

Lignans and neolignans are a large group of natural products characterised by the
coupling of two C6C3 units. For nomenclature purposes the C6C3 unit is treated as
propylbenzene and numbered from 1 to 6 in the ring, starting from the propyl group,
and with the propyl group numbered from 7 to 9, starting from the benzene ring.
With the second C6C3 unit the numbers are primed. When the two C6C3 units are
linked by a bond between positions 8 and 8' the compound is referred to and named
as a lignan. In the absence of the C-8 to C-8' bond, and where the two C6C3 units
are linked by a a bond between positions 8 and 8' the compound is referred to and
named as a lignan. In the absence of the C-8 to C-8' bond, and where the two C6C3
units are linked by a carbon-carbon bond it is referred to and named as a neolignan.
The linkage with neolignans may include C-8 or C-8'. Where there are no direct
carbon-carbon bonds between the C6C3 units and they are linked by an ether
oxygen atom the compound is named as an oxyneolignan. The nomenclature
provides for the naming of additional rings and other modifications following
standard organic nomenclature procedures for naming natural products. Provision is
included to name the higher homologues. The sesquineolignans have three C6C3
units and dineolignans have four C6C3 units.


Comments by 30 June 1999
To Prof. G.P. Moss
Department of Chemistry
Queen Mary and Westfield College
Mile End Road, London E1 4NS, United Kingdom

Tel.:+44 (171) 775 3262
Fax:+44 (181) 981 8745
E-mail: [email protected]

 


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