Title: Justicidins
Literature References: Lignans from various species of Justicia, Acanthaceae. Isoln and structures for justicidins A, B, C, D, E and F have been elucidated. Isoln of A and B: Munakata et al., Tetrahedron Lett. 1965, 4167; Ohta et al., Agric. Biol. Chem. 33, 610 (1969); Okigawa et al., Tetrahedron 26, 4301 (1970). Structure of A: Govindachari et al., Tetrahedron Lett. 1967, 3517; Horii et al., Chem. Pharm. Bull. 19, 535 (1971). Synthesis of B: Munakata et al., Tetrahedron Lett. 1967, 2831; Munakata, Katsura, GB 1178341 (1970), C.A. 72, 100365c; T. Momose et al., Chem. Pharm. Bull. 26, 3195 (1978). Isoln and structures of C and D: Ohta, Munakata, Tetrahedron Lett. 1970, 923. Synthesis of C: Horii et al., Chem. Pharm. Bull. 17, 1878 (1969). Structure of E: Wada, Munakata, Tetrahedron Lett. 1970, 2017. Synthesis of E: Holmes, Stevenson, J. Org. Chem. 36, 3450 (1971). Synthesis of D, E, and F: Z. I. Horii et al., Chem. Pharm. Bull. 25, 1803 (1977).
Derivative Type: Justicidin A
CAS Registry Number: 25001-57-4
CAS Name: 9-(1,3-Benzodioxol-5-yl)-4,6,7-trimethoxynaphtho[2,3-c]furan-1(3H)-one
Additional Names: diphyllin methyl ether
Molecular Formula: C22H18O7
Molecular Weight: 394.37
Percent Composition: C 67.00%, H 4.60%, O 28.40%
Properties: Crystals, mp 263°. uv max (CHCl3): 265, 295, 315, 335 nm (log e 4.35, 4.13, 4.13, 3.33).
Melting point: mp 263°
Absorption maximum: uv max (CHCl3): 265, 295, 315, 335 nm (log e 4.35, 4.13, 4.13, 3.33)
Derivative Type: Justicidin B
CAS Registry Number: 17951-19-8
CAS Name: 9-(1,3-Benzodioxol-5-yl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one
Additional Names: dehydrocollinusin
Molecular Formula: C21H16O6
Molecular Weight: 364.35
Percent Composition: C 69.23%, H 4.43%, O 26.35%
Properties: Crystals, mp 240°. uv max (CHCl3): 260, 295, 310, 350 nm (log e 4.52, 4.13, 4.13, 3.41).
Melting point: mp 240°
Absorption maximum: uv max (CHCl3): 260, 295, 310, 350 nm (log e 4.52, 4.13, 4.13, 3.41)
Use: Piscicidal agent. |