Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava

Abstract Bioassay-guided fractionation of the ethanolic extract of the leaves of Psidium guajava led to the isolation of 11 new Psidium meroterpenoids, psiguajadials A–K (1–11), along with 17 known ones (12–28). Their structures and absolute configurations were elucidated by spectroscopic methods an...

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Autores principales:	Gui-Hua Tang, Zhen Dong, Yan-Qiong Guo, Zhong-Bin Cheng, Chu-Jun Zhou, Sheng Yin
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/f55cab5628314decb4f16b0f20cb2370
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spelling	oai:doaj.org-article:f55cab5628314decb4f16b0f20cb23702021-12-02T11:53:06ZPsiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava10.1038/s41598-017-01028-42045-2322https://doaj.org/article/f55cab5628314decb4f16b0f20cb23702017-04-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-01028-4https://doaj.org/toc/2045-2322Abstract Bioassay-guided fractionation of the ethanolic extract of the leaves of Psidium guajava led to the isolation of 11 new Psidium meroterpenoids, psiguajadials A–K (1–11), along with 17 known ones (12–28). Their structures and absolute configurations were elucidated by spectroscopic methods and comparison of experimental and calculated ECD. Compounds 1 and 2 represent two unprecedented skeletons of 3,5-diformyl-benzyl phloroglucinol-coupled sesquiterpenoid, while 3 is the first example of Psidium meroterpenoids coupling via an oxepane ring. Putative biosynthetic pathways towards 1 and 2 are proposed. Compounds 1–13 and 16–26 exhibited moderate inhibitory activities against phosphodiesterase-4 (PDE4), a drug target for asthma and chronic obstructive pulmonary disease, with IC50 values in the range of 1.34–7.26 μM.Gui-Hua TangZhen DongYan-Qiong GuoZhong-Bin ChengChu-Jun ZhouSheng YinNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-15 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Gui-Hua Tang Zhen Dong Yan-Qiong Guo Zhong-Bin Cheng Chu-Jun Zhou Sheng Yin Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
description	Abstract Bioassay-guided fractionation of the ethanolic extract of the leaves of Psidium guajava led to the isolation of 11 new Psidium meroterpenoids, psiguajadials A–K (1–11), along with 17 known ones (12–28). Their structures and absolute configurations were elucidated by spectroscopic methods and comparison of experimental and calculated ECD. Compounds 1 and 2 represent two unprecedented skeletons of 3,5-diformyl-benzyl phloroglucinol-coupled sesquiterpenoid, while 3 is the first example of Psidium meroterpenoids coupling via an oxepane ring. Putative biosynthetic pathways towards 1 and 2 are proposed. Compounds 1–13 and 16–26 exhibited moderate inhibitory activities against phosphodiesterase-4 (PDE4), a drug target for asthma and chronic obstructive pulmonary disease, with IC50 values in the range of 1.34–7.26 μM.
format	article
author	Gui-Hua Tang Zhen Dong Yan-Qiong Guo Zhong-Bin Cheng Chu-Jun Zhou Sheng Yin
author_facet	Gui-Hua Tang Zhen Dong Yan-Qiong Guo Zhong-Bin Cheng Chu-Jun Zhou Sheng Yin
author_sort	Gui-Hua Tang
title	Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
title_short	Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
title_full	Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
title_fullStr	Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
title_full_unstemmed	Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava
title_sort	psiguajadials a–k: unusual psidium meroterpenoids as phosphodiesterase-4 inhibitors from the leaves of psidium guajava
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/f55cab5628314decb4f16b0f20cb2370
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Psiguajadials A–K: Unusual Psidium Meroterpenoids as Phosphodiesterase-4 Inhibitors from the Leaves of Psidium guajava

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