Geraniinic acid derivative from the leaves of Phyllanthus reticulatus

Figures & data

Table 1.  NMR chemical shifts (ppm) of geraniinic acid (Foo, 1995) and compound 1 in acetone-d₆.

Carbon no.	Geraniinic acid			Compound 1
	C	H	HMBC correlation	C	H	HMBC correlation
2	162.8			162.90
3	122.6	6.44	37.8, 107.9, 116.3, 144.7, 162.8, 164.9	128.89	6.82	34.34, 141.85, 166.02
4	144.7			141.85
5	37.8	5.35	80.5, 116.3, 122.6, 144.8, 172.0	34.34	5.41	78.27, 115.01, 117.53, 141.85, 142.69, 128.89, 166.02, 169.56
6	80.5	5.11	37.8, 116.3, 144.8, 145.5, 162.8, 172.0	78.27	5.28	34.34, 115.01, 141.85, 162.90, 169.56
1′	116.3			115.01
2′	144.8			142.69
3′	136.3			137.98
4′	145.5			145.06
5′	107.9	6.70	115.2, 136.3, 145.5, 168.9	107.73	7.14	115.01, 117.53, 137.98, 145.06
6′	115.2			117.53
COOCH3-4	164.9			166.02
COOCH3-6	172.0			169.56
COOCH3-6′	168.9			165.17
COOCH3-4	—			51.95	3.64	166.02
COOCH3-6	—			52.27	3.68	169.56
COOCH3-6′	—			51.51	3.63	165.17

Figure 1.  Hexahydroxydiphenoyl (HHDP) moiety (left) and compound 1 skeleton (right).

Figure 2.  The structure of (5R*,6R*)-4,6-dimethoxycarbonyl-5-[2′,3′,4′-trihydroxy-6′-(methoxycarbonyl) phenyl]-5,6-dihydro-2H-pyran-2-one (compound 1).

Foo LY (1995): Amariinic acid and related ellagitannins from Phyllanthus amarus. Phytochemistry 39: 217–224.

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