Studies on the constituents of the cultivated mulberry tree. III. Isolation of four new flavones, kuwanon A, B, C and oxydihydromorusin from the root bark of Morus alba L.

Nomura, Taro; Fukai, Toshio; Katayanagi, Masa

doi:10.1248/cpb.26.1453

Cited by 47 publications

(27 citation statements)

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“…The UV spectrum exhibited absorption maxima at 264 and 329 nm, similar to those of morusin [14]. The 1 H NMR spectrum (Table 1) showed the presence H and 13 C NMR spectra of 2 with those of morusin suggested that compound 2 has the same framework as morusin and the structural difference probably is the 2,2-dimethylpyran ring in morusin replaced by a 2,2-dimethyl-3-hydroxy-pyran ring in 2 [14]. In the HMBC (Figure 2) spectrum, long-range correlations are between H-6 00 and C-7, C-8a as well as between H-7 00 and C-8, whereas H-1 00 showed cross-peaks with C-2 and C-4.…”

Section: Resultsmentioning

confidence: 78%

“…The IR spectrum of 2 showed absorption bands of hydroxyl (3262 cm 21 ), conjugated carbonyl (1656 cm 21 ), and aromatic (1615, 1572, 1427 cm 21 ) groups. The UV spectrum exhibited absorption maxima at 264 and 329 nm, similar to those of morusin [14]. The 1 H NMR spectrum (Table 1) showed the presence H and 13 C NMR spectra of 2 with those of morusin suggested that compound 2 has the same framework as morusin and the structural difference probably is the 2,2-dimethylpyran ring in morusin replaced by a 2,2-dimethyl-3-hydroxy-pyran ring in 2 [14].…”

Section: Resultsmentioning

confidence: 81%

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Three new compounds fromMorus nigraL.

Wang

Yang

Liu

et al. 2010

Journal of Asian Natural Products Research

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A new 2-arylbenzofuran derivative, mornigrol D (1), along with two new flavones, mornigrol G (2) and mornigrol H (3), and six known compounds, norartocarpetin (4), dihydrokaempferol (5), albanin A (6), albanin E (7), moracin M (8), and albafuran C (9), were isolated from the barks of Morus nigra. Their structures were elucidated by spectroscopic analysis. Compounds 1 and 9 showed antioxidative activities in vitro with inhibition ratios of 98 and 99% at the concentration of 10(-4) mol/l, and of 74 and 75% at the concentration of 10(-5) mol/l. In addition, compounds 1 and 4 showed potent anti-inflammatory activities (inhibition of release of beta-glucuronidase from rat polymorphonuclear leucocytes induced by platelet activating factor) with inhibitory ratios of 65.9% (P < 0.01) and 67.7% (P < 0.01) at a concentration of 10(-5) mol/l.

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Section: Resultsmentioning

confidence: 78%

Section: Resultsmentioning

confidence: 81%

Three new compounds fromMorus nigraL.

Wang

Yang

Liu

et al. 2010

Journal of Asian Natural Products Research

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“…The absolute configuration at C-3 was assigned to be S from its CD spectrum, which showed a positive Cotton effect at 229 nm and a negative Cotton effect at 297 nm [10,11]. From these data, compound 1 was identified as 3(S)-7,2′,4′-trihydroxy-5,5′-dime- [12]. The 13 C-NMR signals at δ C = 72.2 (C-6′′), 27.8 (C-6′′Me) and 28.0 (C-6′′Me) supported the presence of the 6′′,6′′-dimethylpyrano ring.…”

Section: Resultsmentioning

confidence: 99%

Isoflavonoids from the Roots ofCampylotropis hirtella

Shou¹,

Tan²,

Shen³

2009

Planta Med

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From the dried roots of Campylotropis hirtella (Franch.) Schindl., five novel isoflavonoids, 3( S)-7,2',4'-trihydroxy-5,5'-dimethoxy-6-(3-methylbut-2-enyl)-isoflavan ( 1), 3( S)-2',4'-dihydroxy-5,5'-dimethoxy-(6'',6''-dimethylpyrano)-(2'',3'':7,6)-isoflavan ( 2), 3( R)-5,4'-dihydroxy-2'-methoxy-3'-(3-methylbut-2-enyl)-(6'',6''-dimethylpyrano)-(7,6 : 2'',3'')-isoflavanone ( 3), 3( R)-5,4'-dihydroxy-2'-methoxy-(6'',6''-dimethylpyrano)-(7,6: 2'',3'')-isoflavanone ( 4), and 3( R)-5,4'-dihydroxy-7,2'-dimethoxy-6-geranylisoflavanone ( 5) were isolated. The structures of the compounds were elucidated on the basis of spectroscopic analysis. All isolates exhibited good immunosuppressive activities on mitogen-induced splenocyte proliferation, and their cytotoxicity on splenic lymphocytes was also tested.

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“…Prenylflavones represent an interesting substance group isolated from mulberry root bark [14]. M.alba [20,21] Me M.alba [16,17] OH Me This group isolated four flavone derivatives from the stem and root bark of M. alba, mulberrin (88-1), cyclomulberrin , mulberrochromene , and cyclomulberrochromene [IS].…”

Section: Chemical Constituents Of the Root Bark Of M Albamentioning

confidence: 99%

Morus alba L.

Tang

Eisenbrand

1992

Chinese Drugs of Plant Origin

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Morus alba L. 88 88.1 Introduction The following four items on Morus alba L. (Moraceae) appear in the Chinese Pharmacopoeia: -Sangye, Folium Mori, is the dry leaves of M. alba collected in the fall and used as an antiphlogistic. -Sangbaipi, Cortex Mori, is the dry root bark of M. alba. It could be used as an antiinflammatory and a diuretic agent. -Sangzhi, Ramulus Mori, is the dry young branches of M. alba collected in the late spring and early summer. It is used for treatment of arthritis and rheumatism. -Sangren, Fructus Mori, is the ripe aggregate fruit of M. alba, used as a tonic and sedative. 88.2 Chemical Constituents 88.2.1 Chemical Constituents of the Leaves of Morus alba 88.2.1.1 Volatile Components The essential oil from mulberry leaves could be separated into neutral (32%), acidic (26%), phenolic (28%), carbonyl (11 %), and basic (4.4%) fractions [1]. Some neutral components were identified as isobutanol, isoamyl alcohol, isoamyl acetate, and acetophenone [2]. In the acidic fraction, acetic, propionic, butyric, isobutyric, isovaleric, caproic, isocaproic, and lactic acids were found [2, 3]. Phenol, 0-, m-, and p-cresol, guaiacol, eugenol, and methyl salicylate were isolated and identified from the phenolic fraction [3] and benzaldehyde and phenylacetaldehyde were detected in the carbonyl fraction [4]. 88.2.1.2 Nonvolatile Components Besides amino acids, saccharides, and vitamins, a number of compounds of different types were isolated from mulberry leaves and structurally determined. Thus, oxalic, succinic, malic, tartaric, citric, fumaric [5], and palmitic acids, and ethyl palmitate [6] were isolated from mulberry leaves. Rutin, quercetin [7], and quercetin-3-triglucoside were isolated as flavones from the mulberry leaves [8]. The sterols p-sitosterol, campesterol [9], p-sitosterolglycoside [10], p-ecdysone, and inokosterone [11] were also isolated from the mulberry leaves. Moreover, a polyprenoid alcohol moraprenol-11 [12] and a polypyranoid ketone bombiprenone [13] were also reported to be isolated and identified. Moraprenol-ll was structurally elucidated as W. Tang et al., Chinese Drugs of Plant Origin

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Studies on the constituents of the cultivated mulberry tree. III. Isolation of four new flavones, kuwanon A, B, C and oxydihydromorusin from the root bark of Morus alba L.

Cited by 47 publications

References 0 publications

Three new compounds fromMorus nigraL.

Three new compounds fromMorus nigraL.

Isoflavonoids from the Roots ofCampylotropis hirtella

Morus alba L.

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