Two New Bis-styryl Compounds from Miliusa balansae

Huong, Do Thu; Vân, Nguyễn Thị Hồng; Kamperdick, Christine; Anh, Nguyễn Thị Hoàng; Sung, Trần Văn

doi:10.1515/znb-2008-0318

Cited by 13 publications

(8 citation statements)

References 2 publications

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“…Due to the remarkable features, the serial compounds 145-158 were assignable to the group of acetogenin derivatives [5, 32, 38–40]. Ten compounds 159-168 can be seen as lactones [11, 38], and eight constituents 169-176 belonged to styryl derivatives [31, 32, 38, 41]. Terpenoids included the structures 177-185 [11, 25, 37, 42].…”

Section: Phytochemical Investigationmentioning

confidence: 99%

“…The reports of mono-phenols and their glycosides from Miliusa species are now available elsewhere, but, herein, they were summed up in a total of thirteen compounds 186-198 [11, 24, 30, 32, 42]. Six amines and amides 199-204 [7, 8, 26], six alcohols 205-210 [11], three aldehydes type furfurals 211-213 [32], and last compounds 214-220 [25, 26, 32, 41] have been identified as the remaining metabolites present in genus Miliusa .…”

Section: Phytochemical Investigationmentioning

confidence: 99%

“…Most of secondary metabolites of interest to chemists pointed out that styryl derivatives were found in genus Miliusa . Styryls presented as the significant constituents of the two species M. balansae and M. velutina [31, 32, 38, 41]. As shown in Table 1 and Figure 6, the three mono -styryls 169-171 and the five bis -styryls 172-176 have been updated.…”

Section: Phytochemical Investigationmentioning

confidence: 99%

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Genus Miliusa: A Review of Phytochemistry and Pharmacology

Son

2019

Evidence-Based Complementary and Alternative Medicine

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Background. Genus Miliusa (family Annonaceae), widely distributed in mainland Asia and Australia to New Guinea, has been employed in both traditional herbal uses and pharmacological medicines. Original research articles related to this genus are now available, but supportive reviews highlighting phytochemical and pharmacological aspects are now insufficient. Objective. This account is an overview of most of the compounds isolated from this genus, along with their pharmacological evaluations. Conclusion. A vast amount of data showed that genus Miliusa contained various classes of secondary metabolites. Herein, more than two hundred constituents were isolated, comprising alkaloids, geranylated homogentisic acids, flavonoids, lignans, neolignans, terpenoids, acetogenins, styryls, lactones, phenolics, amides, alcohols, and furfural derivatives. Novel miliusanes and bicyclic lactones have been remarkable characteristics of Miliusa plants. Essential oils from these plants were also detected, with a high amount of β-caryophyllene. Numerous in vitro biological researches on, for example, anticancer, antifungal, antimycobacterial, anti-inflammation, and cardiac activity, especially in terms of cytotoxicity, using either isolated compounds or plant extracts, implied that Miliusa phytochemical components now set out to have a key role in pharmacological development. M. smithiae ethyl acetate extract and its flavonoid ayanin (75) inhibited the growth of MCF-7 cell line comparable with positive control ellipticine. (+)-Miliusol (72) stimulated in vivo anticancer experiment against HCT116 xenograft mouse tumor following the p21-dependent induction of cellular senescence mechanism.

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Section: Phytochemical Investigationmentioning

confidence: 99%

Section: Phytochemical Investigationmentioning

confidence: 99%

Section: Phytochemical Investigationmentioning

confidence: 99%

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Genus Miliusa: A Review of Phytochemistry and Pharmacology

Son

2019

Evidence-Based Complementary and Alternative Medicine

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“…Previous phytochemical studies of plants from the Miliusa genus have reported many types of secondary metabolites, including, alkaloids (Chen et al, 2003;Hasan et al, 2000;Promchai et al, 2016), flavonoids (Huong et al, 2005;Naphong et al, 2013;Sawasdee et al, 2014;Thuy et al, 2011), homogentisic acid derivatives (Huong et al, 2004;Kamperdick et al, 2002;Sawasdee et al, 2014), styryl derivatives (Huong et al, 2008;Kamperdick et al, 2002) and lignans (Sawasdee et al, 2010(Sawasdee et al, , 2013. The phytochemical constituents from this genus also exhibited significant biological activities such as anticancer (Naphong et al, 2013;Promchai et al, 2016;Sawasdee et al, 2013;Thuy et al, 2011), antimalarial (Promchai et al, 2016), and anti-herpes simplex virus types 1 and 2 activities (Sawasdee et al, 2013(Sawasdee et al, , 2014.…”

Section: Introductionmentioning

confidence: 95%

Acetylcholinesterase inhibitory activity of chemical constituents isolated from Miliusa thorelii

Promchai

Saesong

Ingkaninan

et al. 2018

Phytochemistry Letters

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Two new dihydrooxoprotoberberine alkaloids; miliusathorines A (1) and B (2), a new natural flavone, miliusathorone (3), together with twenty-two known compounds (4-25) were isolated from the combined stem and root extract and the leaf extract of Miliusa thorelii. The structures of all isolated compounds were elucidated by spectroscopic methods and mass spectrometry. All compounds were evaluated for their acetylcholinesterase activities. Miliusathorine A (1) and norushisunine had the best AChE inhibitory activities, however these were weak inhibitors when compared to the standard galantamine.

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“…(Annonaceae) comprises 30–40 species, which occur from India and South China to North Australia [ 1 ]. So far, there have been only a few reports on the constituents of plants in this genus, describing the presence of aporphine alkaloids, terpenoids, flavonoids, phenylpropanoids, styrylpyrones, bis-styryls and homogentistic acid derivatives [ 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ]. Miliusa mollis Pierre, is a shrub found in the northern and central regions of Thailand where it is locally known as Ching-chap [ 13 ].…”

Section: Introductionmentioning

confidence: 99%