Bisabolane-type sesquiterpenoids: Structural diversity and biological activity Author Shu, Hong-Zhen ** & * & State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China & ** & * & School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China & ** & * & Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China Author Peng, Cheng Author Bu, Lan Author Guo, Li Author Liu, Fei Author Xiong, Liang text Phytochemistry 2021 112927 2021-12-31 192 1 34 http://dx.doi.org/10.1016/j.phytochem.2021.112927 journal article 264235 10.1016/j.phytochem.2021.112927 22b009db-d546-4586-8523-a3d64d7aea1a 1873-3700 8258228

Table 1 Bisabolane-type sesquiterpenoids (compounds 1–108) from plants in the family Compositae. No. Name Molecular Weight Analytical methods Sources Reference (continued on next page)

No.	Name	Molecular Weight	Analytical methods	Sources	Reference
37	Pararubin E	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		565.2617
38	Pararubin F	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		565.2619
39	Pararubin G	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		565.2618
40	Pararubin H	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		565.2617
41	Pararubin I	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		579.2761
42	Pararubin J	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		523.2514
43	Pararubin K	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		523.2499
44	Pararubin L	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		523.2514
45	Pararubin M	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		601.2983
46	Pararubin N	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		521.2356
47	Pararubin O	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		521.2353
48	Pararubin P	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		643.3090
49	Pararubin Q	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		629.2935
65	Pararubin R	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		643.3070
51	Pararubin S	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		589.2619
52	Pararubin T	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		589.2622
53	Pararubin U	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		507.2201
54	Pararubin V	[M + Na] +	NMR, IR, OR, UV, HRESIMS	P. rubescens	Jin et al. (2015)
		489.2094
55	3,6-Epidioxy-1,10-bisaboladiene	[M + H] +	NMR, HRESIMS	P. delphiniifolius	Imamura et al. (2014),
		237.1850			Kimura et al. (2012),
					Nishikawa et al. (2008)
Tussilago
56	Tussfararin A	[M] + 448.2096	NMR, IR, OR, UV, HREIMS	T. farfara	Qin et al. (2014)
57	1 α -(3-Ethyl- cis -crotonoyloxy)-8-angeloyloxy-3 β,4 β -			T. farfara	Qin et al. (2014)
epoxybisabola-7(14),10-dien-2-one
58	1 α,8-Bisangeloyloxy-3 β,4 β -epoxybisabola-7(14),10-dien-2-one			T. farfara	Qin et al. (2014)
59	(1 R,3 R,4 R,5 S,6 S)-1-Acetoxy-8-angeloyloxy-3,4-epoxy-5-	[M] + 406.1964	NMR, IR, OR, UV, CD, HRMS	T. farfara	Jang et al. (2016),
	hydroxybisabola-7(14),10-dien-2-one				Qin et al. (2014),
					Yaoita et al. (2001)
60	(1 R,3 R,4 R,5 S,6 S)-1,5-Diacetoxy-8-angeloyloxy-3,4-			T. farfara	Jang et al. (2016),
	epoxybisabola-7(14),10-dien-2-one				Qin et al. (2014)
61	(3 R,4 R,6 S)-3,4-Epoxybisabola-7(14),10-dien-2-one	[M] + 234.1646	NMR, IR, OR, UV, CD, HRMS	T. farfara	Yaoita et al. (2001)
62	8-Angeloylxy-3,4-epoxy-bisabola-7(14),10-dien-2-one	[M + Na] +	NMR, OR, HRFABMS	T. farfara	Park et al. (2008)
		332.4346
63	Tussfararin B	[M] + 446.2308	NMR, IR, OR, UV, HREIMS	T. farfara	Qin et al. (2014)
64	Tussfararin C	[M] + 446.2307	NMR, IR, OR, UV, HREIMS	T. farfara	Qin et al. (2014)
65	Tussfararin D	[M] + 466.2119	NMR, IR, OR, UV, HREIMS	T. farfara	Qin et al. (2014)
66	Tussfararin E	[M] + 444.2523	NMR, IR, OR, UV, CD, HREIMS	T. farfara	Qin et al. (2014)
67	Tussfararin F	[M] + 430.2361	NMR, IR, OR, UV, CD, HREIMS	T. farfara	Qin et al. (2014)
68	(4 R,6 E)-2-Acetoxy-8-angeloyloxy-4-hydroxybisabola-2,6,10-			T. farfara	Qin et al. (2014)
trien-1-one
69	()-Cryptomerion			T. farfara	Qin et al. (2014),
					Yaoita et al. (2001)
Carthamus
70	O -3 ʹ -Senecioyl α -bisabolol β -D- fucopyranoside	[M + Na] +	NMR, OR, HRESIMS	C. glaucus	Taglialatela-Scafati et al.
		473.2872			(2012)
71	O -3 ʹ -(2,3-Dehydro- β -methyl)valeroyl- α -bisabolol β -D-	[M + Na] +	NMR, OR, HRESIMS	C. glaucus	Taglialatela-Scafati et al.
	fucopyranoside	487.3031			(2012)
72	O -3 ʹ -Isovaleroyl α -bisabolol β -D- fucopyranoside	[M + Na] +	NMR, OR, HRESIMS	C. glaucus	Taglialatela-Scafati et al.
		475.3040			(2012)
73	O -3 ʹ -(β -Methyl)valeroyl- α -bisabolol β -D- fucopyranoside	[M + Na] +	NMR, OR, HRESIMS	C. glaucus	Taglialatela-Scafati et al.
		489.3201			(2012)
74	α -Bisabolol β -D- fucopyranoside			C. glaucus	Taglialatela-Scafati et al.
				C. lanatus	(2012),
					Mikhova et al. (2004)
75	α -Bisabolol			C. glaucus	Taglialatela-Scafati et al.
					(2012)
76	10-Hydroperoxy-bisabola-2,11-diene 7- O -β - D- fucopyranoside			C. lanatus	Mikhova et al. (2004)