id	sid	tid	token	lemma	pos
37720c51381	1	1	the	the	DET
37720c51381	1	2	ambruticins	ambruticin	NOUN
37720c51381	1	3	are	be	AUX
37720c51381	1	4	a	a	DET
37720c51381	1	5	family	family	NOUN
37720c51381	1	6	of	of	ADP
37720c51381	1	7	polyketide	polyketide	PROPN
37720c51381	1	8	natural	natural	ADJ
37720c51381	1	9	products	product	NOUN
37720c51381	1	10	which	which	PRON
37720c51381	1	11	display	display	VERB
37720c51381	1	12	potent	potent	ADJ
37720c51381	1	13	antifungal	antifungal	ADJ
37720c51381	1	14	activity	activity	NOUN
37720c51381	1	15	.	.	PUNCT
37720c51381	2	1	the	the	DET
37720c51381	2	2	biosynthesis	biosynthesis	NOUN
37720c51381	2	3	of	of	ADP
37720c51381	2	4	the	the	DET
37720c51381	2	5	ambruticins	ambruticin	NOUN
37720c51381	2	6	occurs	occur	VERB
37720c51381	2	7	on	on	ADP
37720c51381	2	8	a	a	DET
37720c51381	2	9	type	type	NOUN
37720c51381	2	10	i	i	PRON
37720c51381	2	11	polyketide	polyketide	NOUN
37720c51381	2	12	synthase	synthase	NOUN
37720c51381	2	13	(	(	PUNCT
37720c51381	2	14	pks	pks	NOUN
37720c51381	2	15	)	)	PUNCT
37720c51381	2	16	,	,	PUNCT
37720c51381	2	17	with	with	ADP
37720c51381	2	18	two	two	NUM
37720c51381	2	19	of	of	ADP
37720c51381	2	20	the	the	DET
37720c51381	2	21	three	three	NUM
37720c51381	2	22	rings	ring	NOUN
37720c51381	2	23	being	be	AUX
37720c51381	2	24	formed	form	VERB
37720c51381	2	25	on	on	ADP
37720c51381	2	26	the	the	DET
37720c51381	2	27	pks	pks	NOUN
37720c51381	2	28	.	.	PUNCT
37720c51381	3	1	the	the	DET
37720c51381	3	2	third	third	ADJ
37720c51381	3	3	ring	ring	NOUN
37720c51381	3	4	,	,	PUNCT
37720c51381	3	5	a	a	DET
37720c51381	3	6	tetrahydropyran	tetrahydropyran	NOUN
37720c51381	3	7	,	,	PUNCT
37720c51381	3	8	is	be	AUX
37720c51381	3	9	thought	think	VERB
37720c51381	3	10	to	to	PART
37720c51381	3	11	be	be	AUX
37720c51381	3	12	formed	form	VERB
37720c51381	3	13	through	through	ADP
37720c51381	3	14	post	post	ADJ
37720c51381	3	15	-	-	ADJ
37720c51381	3	16	pks	pks	ADJ
37720c51381	3	17	modifications	modification	NOUN
37720c51381	3	18	via	via	ADP
37720c51381	3	19	an	an	DET
37720c51381	3	20	epoxidation	epoxidation	NOUN
37720c51381	3	21	-	-	PUNCT
37720c51381	3	22	cyclization	cyclization	NOUN
37720c51381	3	23	cascade	cascade	NOUN
37720c51381	3	24	.	.	PUNCT
37720c51381	4	1	while	while	SCONJ
37720c51381	4	2	this	this	DET
37720c51381	4	3	type	type	NOUN
37720c51381	4	4	of	of	ADP
37720c51381	4	5	cascade	cascade	NOUN
37720c51381	4	6	is	be	AUX
37720c51381	4	7	common	common	ADJ
37720c51381	4	8	in	in	ADP
37720c51381	4	9	biosyntheses	biosynthese	NOUN
37720c51381	4	10	,	,	PUNCT
37720c51381	4	11	usually	usually	ADV
37720c51381	4	12	two	two	NUM
37720c51381	4	13	enzymes	enzyme	NOUN
37720c51381	4	14	are	be	AUX
37720c51381	4	15	required	require	VERB
37720c51381	4	16	;	;	PUNCT
37720c51381	4	17	however	however	ADV
37720c51381	4	18	,	,	PUNCT
37720c51381	4	19	the	the	DET
37720c51381	4	20	amb	amb	PROPN
37720c51381	4	21	gene	gene	NOUN
37720c51381	4	22	cluster	cluster	PROPN
37720c51381	4	23	encodes	encode	VERB
37720c51381	4	24	only	only	ADV
37720c51381	4	25	an	an	DET
37720c51381	4	26	epoxidase	epoxidase	NOUN
37720c51381	4	27	and	and	CCONJ
37720c51381	4	28	no	no	DET
37720c51381	4	29	epoxide	epoxide	NOUN
37720c51381	4	30	hydrolase	hydrolase	NOUN
37720c51381	4	31	.	.	PUNCT
37720c51381	5	1	therefore	therefore	ADV
37720c51381	5	2	,	,	PUNCT
37720c51381	5	3	the	the	DET
37720c51381	5	4	mechanism	mechanism	NOUN
37720c51381	5	5	of	of	ADP
37720c51381	5	6	tetrahydropyran	tetrahydropyran	PROPN
37720c51381	5	7	ring	ring	NOUN
37720c51381	5	8	formation	formation	NOUN
37720c51381	5	9	and	and	CCONJ
37720c51381	5	10	control	control	NOUN
37720c51381	5	11	is	be	AUX
37720c51381	5	12	currently	currently	ADV
37720c51381	5	13	unknown.the	unknown.the	DET
37720c51381	5	14	first	first	ADJ
37720c51381	5	15	chapter	chapter	NOUN
37720c51381	5	16	of	of	ADP
37720c51381	5	17	this	this	DET
37720c51381	5	18	thesis	thesis	NOUN
37720c51381	5	19	addresses	address	VERB
37720c51381	5	20	previous	previous	ADJ
37720c51381	5	21	work	work	NOUN
37720c51381	5	22	focused	focus	VERB
37720c51381	5	23	on	on	ADP
37720c51381	5	24	the	the	DET
37720c51381	5	25	ambruticins	ambruticin	NOUN
37720c51381	5	26	.	.	PUNCT
37720c51381	6	1	several	several	ADJ
37720c51381	6	2	members	member	NOUN
37720c51381	6	3	of	of	ADP
37720c51381	6	4	this	this	DET
37720c51381	6	5	class	class	NOUN
37720c51381	6	6	have	have	AUX
37720c51381	6	7	been	be	AUX
37720c51381	6	8	isolated	isolate	VERB
37720c51381	6	9	and	and	CCONJ
37720c51381	6	10	identified	identify	VERB
37720c51381	6	11	,	,	PUNCT
37720c51381	6	12	and	and	CCONJ
37720c51381	6	13	all	all	PRON
37720c51381	6	14	have	have	AUX
37720c51381	6	15	displayed	display	VERB
37720c51381	6	16	promising	promise	VERB
37720c51381	6	17	antifungal	antifungal	ADJ
37720c51381	6	18	activity	activity	NOUN
37720c51381	6	19	.	.	PUNCT
37720c51381	7	1	the	the	DET
37720c51381	7	2	bioactivity	bioactivity	NOUN
37720c51381	7	3	spectrum	spectrum	NOUN
37720c51381	7	4	of	of	ADP
37720c51381	7	5	ambruticin	ambruticin	PROPN
37720c51381	7	6	s	s	AUX
37720c51381	7	7	led	lead	VERB
37720c51381	7	8	to	to	PART
37720c51381	7	9	extensive	extensive	ADJ
37720c51381	7	10	in	in	ADP
37720c51381	7	11	vitro	vitro	X
37720c51381	7	12	and	and	CCONJ
37720c51381	7	13	in	in	ADP
37720c51381	7	14	vivo	vivo	ADJ
37720c51381	7	15	testing	testing	NOUN
37720c51381	7	16	against	against	ADP
37720c51381	7	17	a	a	DET
37720c51381	7	18	range	range	NOUN
37720c51381	7	19	of	of	ADP
37720c51381	7	20	clinically	clinically	ADV
37720c51381	7	21	relevant	relevant	ADJ
37720c51381	7	22	fungal	fungal	ADJ
37720c51381	7	23	pathogens	pathogen	NOUN
37720c51381	7	24	as	as	ADV
37720c51381	7	25	well	well	ADV
37720c51381	7	26	as	as	ADP
37720c51381	7	27	a	a	DET
37720c51381	7	28	number	number	NOUN
37720c51381	7	29	of	of	ADP
37720c51381	7	30	structure	structure	NOUN
37720c51381	7	31	-	-	PUNCT
37720c51381	7	32	activity	activity	NOUN
37720c51381	7	33	relationship	relationship	NOUN
37720c51381	7	34	studies	study	NOUN
37720c51381	7	35	,	,	PUNCT
37720c51381	7	36	conducted	conduct	VERB
37720c51381	7	37	with	with	ADP
37720c51381	7	38	the	the	DET
37720c51381	7	39	goal	goal	NOUN
37720c51381	7	40	of	of	ADP
37720c51381	7	41	creating	create	VERB
37720c51381	7	42	an	an	DET
37720c51381	7	43	ambruticin	ambruticin	PROPN
37720c51381	7	44	derivative	derivative	NOUN
37720c51381	7	45	with	with	ADP
37720c51381	7	46	improved	improved	ADJ
37720c51381	7	47	bioactivity	bioactivity	NOUN
37720c51381	7	48	.	.	PUNCT
37720c51381	8	1	in	in	ADP
37720c51381	8	2	addition	addition	NOUN
37720c51381	8	3	,	,	PUNCT
37720c51381	8	4	several	several	ADJ
37720c51381	8	5	total	total	ADJ
37720c51381	8	6	syntheses	synthesis	NOUN
37720c51381	8	7	of	of	ADP
37720c51381	8	8	ambruticin	ambruticin	PROPN
37720c51381	8	9	s	s	PART
37720c51381	8	10	have	have	AUX
37720c51381	8	11	been	be	AUX
37720c51381	8	12	completed	complete	VERB
37720c51381	8	13	.	.	PUNCT
37720c51381	9	1	finally	finally	ADV
37720c51381	9	2	,	,	PUNCT
37720c51381	9	3	chapter	chapter	NOUN
37720c51381	9	4	1	1	NUM
37720c51381	9	5	addresses	address	VERB
37720c51381	9	6	the	the	DET
37720c51381	9	7	biosynthesis	biosynthesis	NOUN
37720c51381	9	8	of	of	ADP
37720c51381	9	9	the	the	DET
37720c51381	9	10	ambruticins	ambruticin	NOUN
37720c51381	9	11	,	,	PUNCT
37720c51381	9	12	which	which	PRON
37720c51381	9	13	has	have	AUX
37720c51381	9	14	been	be	AUX
37720c51381	9	15	partially	partially	ADV
37720c51381	9	16	explored	explore	VERB
37720c51381	9	17	by	by	ADP
37720c51381	9	18	several	several	ADJ
37720c51381	9	19	groups	group	NOUN
37720c51381	9	20	.	.	PUNCT
37720c51381	10	1	however	however	ADV
37720c51381	10	2	,	,	PUNCT
37720c51381	10	3	little	little	ADJ
37720c51381	10	4	exploration	exploration	NOUN
37720c51381	10	5	of	of	ADP
37720c51381	10	6	the	the	DET
37720c51381	10	7	methodology	methodology	NOUN
37720c51381	10	8	of	of	ADP
37720c51381	10	9	tetrahydropyran	tetrahydropyran	PROPN
37720c51381	10	10	ring	ring	NOUN
37720c51381	10	11	formation	formation	NOUN
37720c51381	10	12	has	have	AUX
37720c51381	10	13	been	be	AUX
37720c51381	10	14	carried	carry	VERB
37720c51381	10	15	out.the	out.the	DET
37720c51381	10	16	second	second	ADJ
37720c51381	10	17	chapter	chapter	NOUN
37720c51381	10	18	of	of	ADP
37720c51381	10	19	this	this	DET
37720c51381	10	20	work	work	NOUN
37720c51381	10	21	discusses	discuss	VERB
37720c51381	10	22	the	the	DET
37720c51381	10	23	total	total	ADJ
37720c51381	10	24	synthesis	synthesis	NOUN
37720c51381	10	25	of	of	ADP
37720c51381	10	26	the	the	DET
37720c51381	10	27	putative	putative	ADJ
37720c51381	10	28	biosynthetic	biosynthetic	ADJ
37720c51381	10	29	intermediate	intermediate	ADJ
37720c51381	10	30	ambruticin	ambruticin	PROPN
37720c51381	10	31	j	j	PROPN
37720c51381	10	32	,	,	PUNCT
37720c51381	10	33	in	in	ADP
37720c51381	10	34	which	which	PRON
37720c51381	10	35	the	the	DET
37720c51381	10	36	tetrahydropyran	tetrahydropyran	NOUN
37720c51381	10	37	ring	ring	NOUN
37720c51381	10	38	has	have	AUX
37720c51381	10	39	not	not	PART
37720c51381	10	40	yet	yet	ADV
37720c51381	10	41	been	be	AUX
37720c51381	10	42	formed	form	VERB
37720c51381	10	43	.	.	PUNCT
37720c51381	11	1	this	this	DET
37720c51381	11	2	intermediate	intermediate	ADJ
37720c51381	11	3	is	be	AUX
37720c51381	11	4	thought	think	VERB
37720c51381	11	5	to	to	PART
37720c51381	11	6	be	be	AUX
37720c51381	11	7	the	the	DET
37720c51381	11	8	product	product	NOUN
37720c51381	11	9	of	of	ADP
37720c51381	11	10	the	the	DET
37720c51381	11	11	ambruticin	ambruticin	PROPN
37720c51381	11	12	pks	pks	NOUN
37720c51381	11	13	and	and	CCONJ
37720c51381	11	14	is	be	AUX
37720c51381	11	15	likely	likely	ADJ
37720c51381	11	16	the	the	DET
37720c51381	11	17	substrate	substrate	NOUN
37720c51381	11	18	for	for	ADP
37720c51381	11	19	an	an	DET
37720c51381	11	20	epoxidation	epoxidation	NOUN
37720c51381	11	21	-	-	PUNCT
37720c51381	11	22	cyclization	cyclization	NOUN
37720c51381	11	23	cascade	cascade	NOUN
37720c51381	11	24	which	which	PRON
37720c51381	11	25	forms	form	VERB
37720c51381	11	26	the	the	DET
37720c51381	11	27	thp	thp	PROPN
37720c51381	11	28	ring	ring	NOUN
37720c51381	11	29	of	of	ADP
37720c51381	11	30	the	the	DET
37720c51381	11	31	isolated	isolated	ADJ
37720c51381	11	32	ambruticins	ambruticin	NOUN
37720c51381	11	33	.	.	PUNCT
37720c51381	12	1	we	we	PRON
37720c51381	12	2	have	have	AUX
37720c51381	12	3	completed	complete	VERB
37720c51381	12	4	a	a	DET
37720c51381	12	5	total	total	ADJ
37720c51381	12	6	synthesis	synthesis	NOUN
37720c51381	12	7	of	of	ADP
37720c51381	12	8	this	this	DET
37720c51381	12	9	molecule	molecule	NOUN
37720c51381	12	10	,	,	PUNCT
37720c51381	12	11	providing	provide	VERB
37720c51381	12	12	access	access	NOUN
37720c51381	12	13	to	to	ADP
37720c51381	12	14	ambruticin	ambruticin	PROPN
37720c51381	12	15	j	j	PROPN
37720c51381	12	16	for	for	ADP
37720c51381	12	17	epoxidation	epoxidation	NOUN
37720c51381	12	18	-	-	PUNCT
37720c51381	12	19	cyclization	cyclization	NOUN
37720c51381	12	20	studies	study	NOUN
37720c51381	12	21	and	and	CCONJ
37720c51381	12	22	synthetically	synthetically	ADV
37720c51381	12	23	confirming	confirm	VERB
37720c51381	12	24	the	the	DET
37720c51381	12	25	proposed	propose	VERB
37720c51381	12	26	structure	structure	NOUN
37720c51381	12	27	.	.	PUNCT
37720c51381	13	1	the	the	DET
37720c51381	13	2	third	third	ADJ
37720c51381	13	3	chapter	chapter	NOUN
37720c51381	13	4	of	of	ADP
37720c51381	13	5	this	this	DET
37720c51381	13	6	work	work	NOUN
37720c51381	13	7	provides	provide	VERB
37720c51381	13	8	an	an	DET
37720c51381	13	9	overview	overview	NOUN
37720c51381	13	10	of	of	ADP
37720c51381	13	11	known	know	VERB
37720c51381	13	12	biosynthetic	biosynthetic	ADJ
37720c51381	13	13	epoxidation	epoxidation	NOUN
37720c51381	13	14	-	-	PUNCT
37720c51381	13	15	cyclization	cyclization	NOUN
37720c51381	13	16	cascades	cascade	NOUN
37720c51381	13	17	and	and	CCONJ
37720c51381	13	18	addresses	address	VERB
37720c51381	13	19	the	the	DET
37720c51381	13	20	factors	factor	NOUN
37720c51381	13	21	which	which	PRON
37720c51381	13	22	control	control	VERB
37720c51381	13	23	regioselectivity	regioselectivity	NOUN
37720c51381	13	24	of	of	ADP
37720c51381	13	25	epoxide	epoxide	NOUN
37720c51381	13	26	-	-	PUNCT
37720c51381	13	27	opening	opening	NOUN
37720c51381	13	28	in	in	ADP
37720c51381	13	29	ring	ring	NOUN
37720c51381	13	30	formation	formation	NOUN
37720c51381	13	31	reactions	reaction	NOUN
37720c51381	13	32	.	.	PUNCT
37720c51381	14	1	finally	finally	ADV
37720c51381	14	2	,	,	PUNCT
37720c51381	14	3	chapter	chapter	NOUN
37720c51381	14	4	four	four	NUM
37720c51381	14	5	discusses	discuss	VERB
37720c51381	14	6	the	the	DET
37720c51381	14	7	development	development	NOUN
37720c51381	14	8	of	of	ADP
37720c51381	14	9	epoxidation	epoxidation	NOUN
37720c51381	14	10	-	-	PUNCT
37720c51381	14	11	cyclization	cyclization	NOUN
37720c51381	14	12	conditions	condition	NOUN
37720c51381	14	13	for	for	ADP
37720c51381	14	14	ambruticin	ambruticin	PROPN
37720c51381	14	15	j	j	PROPN
37720c51381	14	16	and	and	CCONJ
37720c51381	14	17	their	their	PRON
37720c51381	14	18	application	application	NOUN
37720c51381	14	19	to	to	ADP
37720c51381	14	20	ambruticin	ambruticin	PROPN
37720c51381	14	21	j	j	PROPN
37720c51381	14	22	model	model	PROPN
37720c51381	14	23	systems	system	NOUN
37720c51381	14	24	.	.	PUNCT
37720c51381	15	1	this	this	DET
37720c51381	15	2	chapter	chapter	NOUN
37720c51381	15	3	also	also	ADV
37720c51381	15	4	discusses	discuss	VERB
37720c51381	15	5	the	the	DET
37720c51381	15	6	implications	implication	NOUN
37720c51381	15	7	for	for	ADP
37720c51381	15	8	ambruticin	ambruticin	PROPN
37720c51381	15	9	biosynthesis	biosynthesis	NOUN
37720c51381	15	10	arising	arise	VERB
37720c51381	15	11	from	from	ADP
37720c51381	15	12	these	these	DET
37720c51381	15	13	results	result	NOUN
37720c51381	15	14	.	.	PUNCT