Mono and diterpenes from seeds of Xylopia sericea

Takahashi, Jacqueline A.; Vieira, Henriete S.; Boaventura, Maria Amélia D.; Hanson, James R.; Hitchcock, Peter B.; Oliveira, Alaı́de Braga de

doi:10.1590/s0100-40422001000500008

Cited by 25 publications

(26 citation statements)

References 11 publications

(15 reference statements)

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Compound 1 was subjected to reduction from LiAlH 4 to furnish trachyloban-19-ol (4) (34% yield). Compounds 2-4 were identified by 1 H and 13 C NMR spectroscopy and melting points and are in accordance with data reported in the literature (Takahashi et al 2001). …”

Section: Gabriel F Dos Santos and Jacqueline A Takahashisupporting

confidence: 89%

A New Acetylcholinesterase Inhibitor from Green Glycosylation of Trachyloban-19-oic Acid by Mucor plumbeus

Santos

Takahashi

2017

An. Acad. Bras. Ciênc.

Self Cite

View full text Add to dashboard Cite

The in vitro metabolism of a widespread natural product, trachyloban-19-oic acid (1), by the fungal species Mucor plumbeus was studied in a sucrose-yeast liquid medium. Two products were isolated, and their structures were determined by spectroscopic means as 7β-hydroxytrachyloban-19-oic acid (5) and trachyloban-19-O-β-D-glucopyranosyl ester (6). To the best of our knowledge, compound 6 is herein reported by the first time in the literature. These compounds were assayed for acetylcholinesterase inhibition along with some related compounds. Compound 6 showed the highest acetylcholinesterase inhibitory activity at 10000 µg/mL among the tested compounds, a result (92.89%) comparable to the activity of the positive control, galanthamine (94.21%). Therefore, biotransformation of the natural product 1 by M. plumbeus produced a novel compound with potential as a new lead to develop anti-Alzheimer medicines.

show abstract

Section: Gabriel F Dos Santos and Jacqueline A Takahashisupporting

confidence: 89%

A New Acetylcholinesterase Inhibitor from Green Glycosylation of Trachyloban-19-oic Acid by Mucor plumbeus

Santos

Takahashi

2017

An. Acad. Bras. Ciênc.

Self Cite

View full text Add to dashboard Cite

show abstract

“…9 Compounds 4, and 8 were also isolated from X. sericea with 0.40 and 0.014% yield, respectively. 9 X. frutescens furnished 1 and 4 with 4.06 and 3.19% yield, 10 respectively.…”

Section: Natural Kaurane Diterpenesmentioning

confidence: 96%

“…ent-Kaurenoic acid (1) is a natural product that has been isolated from many plant species such as Sphagneticola trilobata (Asteraceae) 8 Xylopia sericea, 9 and X. frutescens, 10 among other. This compound is usually isolated in high yields, being even possible its straightforward precipitation from crude extracts.…”

Section: Introductionmentioning

confidence: 99%

Structure-activity relationship study of diterpenes for treatment of Alzheimer’s disease

et al. 2017

Self Cite

View full text Add to dashboard Cite

Alzheimer's disease is an irreversible, degenerative and age-related disease which is growing more and more with the increase in life expectancy. Kaurane diterpenes are a class of natural products available in large amounts in nature and isolated from plants grown worldwide. In the present work¸ twenty-seven kaurane diterpenes of natural origin and some readily available derivatives were assayed for acetylcholinesterase inhibition and the structure-activity relationship was analyzed. The kaurenoic acid derivatives screened showed to be promising inhibitors of AChE, which could provide new leads for drugs to fight Alzheimer's disease symptoms. Among them, eleven compounds showed activities comparable or higher than the positive control galantamine. Existence of an allylic hydroxyl group showed to be an important structural feature for AChE inhibition. In addition, presence of free hydroxyl groups at C-17 and C-19, furnished a diol especially active, able to completely inhibit AChE.

show abstract

“…No Brasil, a Annonaceae possui 26 gêneros e 260 espécies (Maas et al, 2001), dentre os quais se inclui o gênero Xylopia que possui aproximadamente 160 espécies (Takahashi et al, 2001).…”

Section: Introductionunclassified

O Ácido (8)17,12E,14-labdatrieno-18-óico (labdano302), diterpeno tipo labdano isolado de Xylopia langsdorffiana St. Hil. & Tul. (Annonaceae) relaxa a traquéia isolada de cobaia

Ribeiro¹,

Tavares²,

Andrade³

et al. 2007

Rev. bras. farmacogn.

View full text Add to dashboard Cite

Mono and diterpenes from seeds of Xylopia sericea

Cited by 25 publications

References 11 publications

A New Acetylcholinesterase Inhibitor from Green Glycosylation of Trachyloban-19-oic Acid by Mucor plumbeus

A New Acetylcholinesterase Inhibitor from Green Glycosylation of Trachyloban-19-oic Acid by Mucor plumbeus

Structure-activity relationship study of diterpenes for treatment of Alzheimer’s disease

O Ácido (8)17,12E,14-labdatrieno-18-óico (labdano302), diterpeno tipo labdano isolado de Xylopia langsdorffiana St. Hil. & Tul. (Annonaceae) relaxa a traquéia isolada de cobaia

Contact Info

Product

Resources

About