Gossypolhemiquinone, a dimeric sesquiterpenoid identified in cotton (Gossypium) Author Stipanovic, Robert USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Puckhaber, Lorraine USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Jr., James Frelichowski USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Esquivel, Jesus USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Westbrook, John USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author O’Neil, Mike USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Bell, Alois USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States Author Dowd, Michael USDA, Agricultural Research Service, Southern Regional Research Center, New Orleans, LA 70124, United States Author Hake, Kater Cotton Incorporated, 6399 Weston Parkway, Cary, NC 27513, United States Author Duke, Sara USDA, Agricultural Research Service, Southern Plains Agricultural Research Center, College Station, TX 77845, United States text Phytochemistry 2016 2016-02-29 122 165 171 http://dx.doi.org/10.1016/j.phytochem.2015.12.009 journal article 285319 10.1016/j.phytochem.2015.12.009 5b997348-5f35-4147-812e-77402b84742b 1873-3700 10485477

Table 3 Concentration of gossypol (Goss) (1) and gossypolhemiquinone (GHQ) (9) in freeze dried leaves of select D genome Gossypium greenhouse grown plants.

Gossypium species	Genome	GHQ (9)	Goss (1)	Gossypium species	Genome	GHQ (9)	Goss (1)
a Raimondal (8) 8.72 µg/mg. b nd = not detected (limit of detection 0.05 µg/mg). c Raimondal (8) 5.20 µg/mg. d Raimondal (8) 5.82 µg/mg. e Hemigossypolone (HGQ) (7) 6.46 µg/mg, H + H (3, 6) 10.50 µg/mg, H (5) 5.43 µg/mg, H (4) 5.76 µg/mg; HPLC method did not separate heliocide H (3) from H (6). 1 3 2 4 1 3 f HGQ (7) 0.34 µg/mg, H + H (3, 6) 5.52 µg/mg, H (5) 4.10 µg/mg, H (4) 2.69 µg/mg. 1 3 2 4 g HGQ (7) 2.28 µg/mg, H + H (3, 6) 7.24 µg/mg, H (5) 4.27 µg/mg, H (4) 3.90 µg/mg. 1 3 2 4 h HGQ (7) 0.41 µg/mg, H + H (3, 6) 7.06 µg/mg, H (5) 3.19 µg/mg, H (4) 3.93 µg/mg.
(Accession #)	#	µg/mg	µg/mg		#	µg/mg	µg/mg
G. thurberi (#6)	D1	0.17	10.12	G. raimondii (#4)a	D5	nd b	0.76
G. thurberi (#21)		0.12	13.46	G. raimondii (#20) c		nd	0.73
G. thurberi (#22)		0.13	19.94	G. raimondii (#26)d		nd	0.71
G. armourianum (#1–6)	D2	0.18	9.34	G. gossypioides (#1) e	D6	nd	0.52
G. armourianum (#1–7)		0.12	5.72	G. gossypioides (#3)f		nd	0.24
G. harknessii (#2–2)	D2–2	0.15	12.87	G. gossypioides (#7) g		nd	0.28
G. davidsonii (#d-2)	D3	0.10	1.97	G. gossypioides (#8)h		nd	0.24
G. davidsonii (#d-3)		0.15	6.34	G. lobatum (#4)	D7	0.11	6.59
G. davidsonii (#d-4)		0.10	3.61	G. trilobum (#1)	D8	0.25	22.39
G. davidsonii (#d-21)		0.10	2.16	G. trilobum (#4)		0.14	15.33
G. davidsonii (#d-23)		0.11	4.14	G. trilobum (#5)		0.33	23.52
G. davidsonii (#d-26)		0.12	2.86	G. trilobum (#8)		0.18	14.73
G. davidsonii (#d-30)		0.13	9.56	G. trilobum (#9)		0.18	23.81
G. davidsonii (#d-32)		0.10	1.87	G. laxum (#4)	D9	0.15	7.72
G. klotzschianum (#k-57)	D3	0.13	8.50	G. turneri (#2)	D10	0.10	9.35
G. aridum (#12)	D4	0.17	12.02	G. turneri (#7)		0.12	6.10
G. aridum (#13)		0.15	7.19	G. turneri (#8)		0.13	5.24
				G. schwendimanii (#1)	D11	0.13	23.92