International Journal of Medicinal Chemistry

Research Article

Design and Microwave Assisted Synthesis of Coumarin Derivatives as PDE Inhibitors

Table 2

Effect of supplementation of coumarin derivatives (5a–j) to sperm wash medium on the motility pattern in frozen-thawed human spermatozoa at various time intervals.

(a)


Compounds	Time (h)	Total motility (mean ± SE of percentage)
		Concentrations in μg/mL				VC (0.05% DMSO)	PTF (1 mM)
		0	0.5	1	5	VC (0.05% DMSO)	PTF (1 mM)

	1	74.8 ± 7.0	76.3 ± 7.8	76.2 ± 8.6	74.7 ± 8.6	74.8 ± 7.0	82.5 ± 6.6
5a	4	77.4 ± 3.6	79.8 ± 2.8	79.8 ± 2.6	78.6 ± 4.6	78.2 ± 3.3	85.4 ± 3.8
	24	28.3 ± 6.5	22.7 ± 5.6	25.2 ± 8.0	28.7 ± 7.1	28.0 ± 6.4	30.5 ± 6.6

	1	81.3 ± 1.9	82.0 ± 3.0	85.5 ± 3.3	82.7 ± 2.9	81.3 ± 1.9	88.2 ± 2.0
5b	4	77.4 ± 3.6	81.8 ± 1.6	84.2 ± 3.5	80.4 ± 3.3	78.2 ± 3.3	85.4 ± 3.8
	24	28.5 ± 6.4	26.0 ± 5.1	24.2 ± 7.1	24.3 ± 8.2	28.2 ± 6.3	29.7 ± 7.1

	1	81.3 ± 1.9	80.7 ± 1.5	81.7 ± 4.1	85.5 ± 3.1	81.3 ± 1.9	88.2 ± 2.0
5c	4	77.4 ± 3.6	80.6 ± 2.2	83.8 ± 0.9	85.4 ± 2.2	78.2 ± 3.3	85.4 ± 3.8
	24	28.3 ± 6.5	23.5 ± 6.7	25.0 ± 7.1	25.0 ± 7.4	28.0 ± 6.4	30.5 ± 6.6

	1	81.3 ± 1.9	80.5 ± 2.0	86.5 ± 2.1	83.3 ± 1.8	81.3 ± 1.9	88.2 ± 2.0
5d	4	77.4 ± 3.6	87.0 ± 5.0	86.4 ± 2.6	78.6 ± 3.2	78.2 ± 3.3	85.4 ± 3.8
	24	28.5 ± 6.4	24.2 ± 6.7	25.5 ± 7.5	24.7 ± 9.2	28.2 ± 6.3	29.7 ± 7.1

	1	74.3 ± 6.9	75.5 ± 4.7	75.7 ± 8.8	74.0 ± 9.2	74.5 ± 7.0	81.0 ± 6.2
5e	4	70.5 ± 7.5	76.7 ± 5.3	74.3 ± 6.5	74.5 ± 7.8	71.8 ± 7.5	78.7 ± 7.4
	24	28.3 ± 6.5	21.7 ± 6.5	26.7 ± 8.0	27.0 ± 7.6	28.0 ± 6.4	30.5 ± 6.6

	1	76.2 ± 7.5	76.3 ± 7.0	75.8 ± 5.9	72.3 ± 6.7	70.8 ± 7.1	80.0 ± 5.9
5f	4	71.7 ± 7.5	77.8 ± 4.9	77.0 ± 7.3	75.3 ± 7.1	70.8 ± 7.8	77.2 ± 7.3
	24	26.8 ± 6.9	25.3 ± 7.3	20.0 ± 6.2	20.2 ± 6.5	18.8 ± 7.1	21.5 ± 7.2

	1	80.3 ± 8.6	81.0 ± 7.8	82.0 ± 6.8	81.0 ± 6.0	80.0 ± 5.9	88.2 ± 3.3
5g	4	72.5 ± 7.0	76.7 ± 9.1	72.8 ± 6.5	72.0 ± 8.8	70.2 ± 9.5	80.3 ± 9.1
	24	28.8 ± 4.0	25.6 ± 6.9	25.8 ± 8.0	19.6 ± 6.7	33.6 ± 7.8	31.6 ± 8.5

	1	71.0 ± 11	78.0 ± 6.4	74.0 ± 7.7	77.0 ± 7.1	79.4 ± 4.1	85.0 ± 3.1
5h	4	71.8 ± 9.5	75.4 ± 11	69.2 ± 10	76.0 ± 9.9	68.2 ± 12.6	77.4 ± 11
	24	50.8 ± 15	51.3 ± 19	49.8 ± 14	51.0 ± 17	37.0 ± 21.4	45.5 ± 21

	1	74.3 ± 8.5	76.5 ± 6.1	77.7 ± 6.4	77.2 ± 6.3	74.0 ± 6.4	85.2 ± 3.2
5i	4	68.7 ± 7.6	69.0 ± 6.7	70.0 ± 8.3	70.5 ± 8.2	66.3 ± 10.2	74.7 ± 8.4
	24	29.4 ± 4.7	43.0 ± 12	28.0 ± 9.9	46.8 ± 12	20.4 ± 8.9	33.2 ± 13

	1	75.3 ± 8.8	78.3 ± 4.8	79.5 ± 5.3	82.3 ± 2.3	78.3 ± 6.0	84.5 ± 3.1
5j	4	68.2 ± 7.5	66.5 ± 8.1	68.0 ± 8.3	69.8 ± 8.4	63.0 ± 9.3	71.5 ± 7.3
	24	15.2 ± 6.7	17.4 ± 6.2	20.4 ± 7.8	20.0 ± 5.9	15.2 ± 9.0	19.2 ± 9.2

(b)


Compounds	Time (h)	Progressive motility (mean ± SE of percentage)
		Concentrations in μg/mL				VC (0.05% DMSO)	PTF (1 mM)
		0	0.5	1	5	VC (0.05% DMSO)	PTF (1 mM)

	1	58.8 ± 6.0	58.2 ± 6.9	57.5 ± 7.3	58.3 ± 7.6	57.3 ± 5.5	66.7 ± 6.8
5a	4	55.6 ± 4.1	53.2 ± 5.2	56.4 ± 4.9	56.4 ± 5.0	57.6 ± 4.0	69.2 ± 4.2
	24	15.8 ± 4.4	14.5 ± 3.6	16.0 ± 5.4	16.0 ± 4.4	15.2 ± 4.1	18.5 ± 4.7

	1	63.0 ± 3.4	67.8 ± 3.4	67.8 ± 2.9	63.5 ± 2.8	61.5 ± 2.9	73.7 ± 1.8
5b	4	55.6 ± 4.1	57.8 ± 3.2	58.8 ± 4.1	58.4 ± 1.8	57.6 ± 4.0	69.2 ± 4.2
	24	16.0 ± 4.3	16.7 ± 3.2	14.8 ± 4.9	12.2 ± 4.4	15.3 ± 4.0	18.0 ± 4.9

	1	63.0 ± 3.4	63.5 ± 1.8	62.0 ± 4.2	69.2 ± 3.4	61.5 ± 2.9	73.7 ± 1.8
5c	4	55.6 ± 4.1	60.8 ± 3.9	57.8 ± 2.8	59.0 ± 3.7	57.6 ± 4.0	69.2 ± 4.2
	24	15.8 ± 4.4	16.2 ± 4.6	15.7 ± 4.8	12.8 ± 4.6	15.2 ± 4.1	18.5 ± 4.7

	1	63.0 ± 3.4	64.3 ± 2.4	69.5 ± 2.7	65.2 ± 3.6	61.5 ± 2.9	73.7 ± 1.8
5d	4	55.6 ± 4.1	63.2 ± 4.6	63.4 ± 4.3	56.6 ± 7.8	57.6 ± 4.0	69.2 ± 4.2
	24	16.0 ± 4.3	14.3 ± 4.1	14.7 ± 4.1	12.7 ± 5.0	15.3 ± 4.0	18.0 ± 4.9

	1	56.8 ± 5.5	55.5 ± 6.4	58.2 ± 8.0	58.2 ± 6.6	57.0 ± 5.4	66.2 ± 6.6
5e	4	60.7 ± 6.0	57.0 ± 5.8	54.5 ± 5.0	53.0 ± 7.3	52.3 ± 6.2	62.7 ± 7.4
	24	15.8 ± 4.4	13.5 ± 4.5	15.2 ± 4.4	15.0 ± 4.6	15.2 ± 4.1	18.5 ± 4.7

	1	53.7 ± 9.2	58.8 ± 8.1	57.3 ± 7.6	54.7 ± 6.6	52.7 ± 9.1	66.8 ± 6.7
5f	4	47.5 ± 6.6	53.0 ± 4.0	52.5 ± 6.2	50.0 ± 5.8	46.5 ± 7.2	60.7 ± 6.6
	24	16.5 ± 5.1	18.8 ± 5.4	13.5 ± 5.3	14.8 ± 5.8	10.5 ± 4.2	12.7 ± 4.4

	1	49.0 ± 9.7	59.7 ± 7.0	58.8 ± 7.3	51.5 ± 9.0	54.5 ± 7.8	68.5 ± 2.4
5g	4	39.7 ± 8.0	46.0 ± 8.7	42.8 ± 8.0	43.0 ± 10	38.8 ± 8.9	57.3 ± 12
	24	16.0 ± 5.7	14.6 ± 6.9	15.2 ± 5.2	11.8 ± 5.6	17.6 ± 4.7	19.6 ± 5.2

	1	34.2 ± 5.2	45.0 ± 9.3	38.8 ± 10	49.0 ± 6.6	41.8 ± 9.6	58.4 ± 4.1
5h	4	53.6 ± 10	58.2 ± 11	48.6 ± 8.8	47.6 ± 8.9	48.4 ± 10.8	56.2 ± 9
	24	29.8 ± 14	31.0 ± 11	23.5 ± 7.5	26.3 ± 10	23.3 ± 15.2	25.0 ± 15

	1	39.2 ± 6.3	45.3 ± 4.2	46.8 ± 6.2	45.7 ± 2.4	42.8 ± 6.2	67.0 ± 4.1
5i	4	46.0 ± 6.3	46.2 ± 5.2	46.3 ± 5.8	44.8 ± 6.4	43.3 ± 7.1	58.3 ± 7.2
	24	21.8 ± 4.7	29.2 ± 8.7	20.0 ± 8.4	35.8 ± 10	17.0 ± 8.0	25.6 ± 11

	1	49.0 ± 7.8	47.2 ± 4.1	50.5 ± 5.9	46.8 ± 4.3	52.3 ± 5.9	68.5 ± 4.3
5j	4	41.0 ± 5.5	41.5 ± 5.0	40.5 ± 4.7	42.0 ± 5.5	37.0 ± 6.2	58.3 ± 7.2
	24	9.6 ± 4.9	11.2 ± 5.8	12.0 ± 7.1	10.2 ± 5.5	12.4 ± 8.5	13.4 ± 7.9