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Vol.2 , No. 3, Publication Date: Apr. 3, 2015, Page: 17-20
 mpt. 152-154 oC in 0.70% yield. Though the mass spectrum fragment ions at m/e 164, 149, 135 and 121 suggest that the product(7) has the arboreol (3) frame work, the absence of the peak at m/e 338 which is characteristic of arboreol and the base peak at m/e 151 show that compound (7) is not arboreol. This is confirmed by the failure of (7) to cleave with sodium periodate. The proton magnetic resonance spectrum with protons signals at δ4.06 and 4.96 table 2 confirms a simple symmetrical structure identified as 1,5 – dihydroxy- 2,6 – bis methylene dioxy phenyl – 3,7-dioxobicyclo [3,3,0] octane.&picture=http://www.aascit.org/aascit/decorators/img/journal/905.jpg)
| [1] | Jack I. R., Department of Chemistry, Rivers State University of Science and Technology, Nkpolu, Port Harcourt. |
| [2] | Nwachoko N., Department of Chemistry, Rivers State University of Science and Technology, Nkpolu, Port Harcourt. |
Examination of the heart wood powder of the important commercial timber Hallea ciliate P. commonly called Abura of the family Rubiaceae, usually found in fresh water swamp in the rain/tropical forest of Delta State of Nigeria was done by soxhlet extraction using n-hexane and ethanol. Flash column chromatography of the ethanol crude product eluted with ethyl acetate gave mainly one product (7) mpt. 152-154 oC in 0.70% yield. Though the mass spectrum fragment ions at m/e 164, 149, 135 and 121 suggest that the product(7) has the arboreol (3) frame work, the absence of the peak at m/e 338 which is characteristic of arboreol and the base peak at m/e 151 show that compound (7) is not arboreol. This is confirmed by the failure of (7) to cleave with sodium periodate. The proton magnetic resonance spectrum with protons signals at δ4.06 and 4.96 table 2 confirms a simple symmetrical structure identified as 1,5 – dihydroxy- 2,6 – bis methylene dioxy phenyl – 3,7-dioxobicyclo [3,3,0] octane.
Keywords
Lignans, Furo Furans, Rubiaceae
Reference
| [01] | Anjaneyulu, A.S.R., Madhusudhana Rao, A., Kameswara Rao, V., Ramachandra Row, L.,Pelter, A. and Ward, R.S. (1977) Novel hydroxylignans from the heartwood of gmelina arborea. Tetrahedron 33,133-143 |
| [02] | Anjaneyulu, A.S.R., Jaganmohan Rao, K., Kameswara Rao, V., Ramachandra Row, L., Subramanyam, C., Pelter, A. and Ward, R.S. (1975). The structure of lignans from Gmelinaarborea Linn. Tetrahedron 31,1277-1285 |
| [03] | Jack, I.R. (2002) Biomimetic synthesis of qmelinol and arboreol type of furofuranoidlignans, International Journal of Science and Technology 1 (1), 31-35 |
| [04] | Jack, I.R.,Braide, S.A., Akani, G.C. and Okorosaye-Orubite, K. (2006). Isolation and characterisation of ethyl piperonoyl acetate- a β-keto ester from the hermit crab clibanariusafricanus. Niger Delta Biologia5 (2)110-114 |
| [05] | Jack, I.R. and Okorosaye-Orubite, K. (2009). Some constituents of the bark of Gmelinaarborea. Scientia Africana, 8 (1)26-32 |
| [06] | Pelter, A. and Ward, R.S. (1978) Chemistry of lignans ed. Rao, C.B.S. Andhra University Press India Ch.7 |
