14.3.2.3 Vasorelaxant Activities
Hirasawa et al. evaluated the vasorelaxant effects of various A. macrophylla
leaves-derived alkaloids (147–150) (Hirasawa et al. 2009). The screened molecules
exhibited a slow relaxation activity against phenyl epinephrine (3 Â 10
−7 M)induced thoracic rat aortic rings with endothelium. Compound 147 exhibited a 70%
vasodilation, while 35, 40, and 42% vasorelaxation was observed by the treatment
of 148–150.
Alstiphyllanine A (147)
N
+
N
O
O
O
O
O
-
Alstiphyllanine B (148); R = H
Alstiphyllanine C (149); R = OMe
N
+
N
O
O
O
O
O
O
O
O
Alstiphyllanine D (150)
N
N
O
O
O
O
O
O
O
O
O
Fig. 14.32 Chemical structures of alstiphyllanine A-D from A. macrophylla (147–150)
Angustimaline (153)
O
O
N
OH
Alstonerinal (155)
O
N
N
O
Alstophyllal (156)
O
N
N
O
O
Alstonisine (158)
O
O
HN
N
O
Nb-Demethylalstophylline Oxindole (159)
O
O
HN
O
N
O
10-Methoxy cathafoline (160)
N
N
O
O
O
Macrocarpine B (157)
HO
N
N
O
Alstoniaphylline A (151)
O
O
O
N
Alstoniaphylline B (152)
O
O
N
HO
Alstoniaphylline C (154)
N
O
N
+
O
-
OH
Fig. 14.33 Chemical structures of various alkaloids from A. macrophylla (151–160)
494
A. T. Paul et al.