Sjamsul Arifin Achmad
Department of Chemistry, Institut Teknologi Bandung Jl. Ganesha 10 Bandung, 40132

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Ilmu Kimia Tumbuhan Lauraceae Indonesia: X. Alkaloid Benzilisokuinolin Dari Litsea cassiaefolia

Journal of Mathematical and Fundamental Sciences Vol 27, No 3 (1994)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Penyelidikan kimia telah dilakukan untuk pertama kalinya terhadap tumbuhan Litsea cassiaefolia. Pada penyelidikan ini, melalui kombinasi kromatografi partisi dan cara pemisahan yang lazim, tiga alkaloid telah ditemukan, yakni disentrin (I), dehidrodisentrin (II), dan disentrinon (III), masing-masing termasuk alkaloid benzilisokuinolin jenis aporfin, dehidroaporfin, dan oksoaporfin. Karakterisasi ketiga alkaloid tersebut dilakukan berdasarkan data spektroskopi UV, 1H-NMR, 13C-NMR, dan massa. Di antara ketiga senyawa tersebut, disentrin (I) merupakan alkaloid utama yang ditemukan dengan kadar yang cukup tinggi; oleh karena itu, sifat biologi senyawa ini diselidiki lebih lanjut. Ditemukannya ketiga alkaloid dalam tumbuhan ini sangat berguna sebagai dasar kajian kemotaksonomi. The first chemical study on Litsea cassiaefolia had been carried out in our laboratory. In this investigation, by combination of partition chromatography and common separation methods, three alkaloids had been isolated, namely dicentrine (I), dehydrodicentrine (II), and dicentrinone (III), which belong to benzylisoquinoline alkaloids of the types aporphine, dehydroaporphine, and oxoaporphine, respectively. The characterization of the alkaloids had been based upon the UV, 1H-NMR, 13C-NMR and mass spectroscopic evidence. Among these compounds, dicentrine (I) is the major alkaloid which may be isolated in relatively higher yield, thus, the biological property of this compound is being further investigated. Finding the alkaloids in this plant is beneficial as a basis for chemotaxonomy. 

Ilmu Kimia Tanaman Lauraceae Indonesia: III*. Isolasi Aktinodafnin dan Boldin dari Litsea glutinosa

Journal of Mathematical and Fundamental Sciences Vol 23, No 1 (1990)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Aktinodafnin (I) dan boldin (lI), dua senyawa alkaloid dari jenis benzilisokuinolin, telah dipisahkan dari kulit akar tanaman Litsea glutinosa (Lour) C.B. Robinson var. littoralis Bl., suatu varitas yang belum pernah diselidiki peneliti lain. Struktur kedua alkaloid ini telah ditetapkan dengan cara-cara spektroskopi. Penemuan ini melanjutkan penemuan kami sebelumnya tentang suatu alkaloid fenantren baru, yang dinamai itebein, dari spesies tanaman yang sama. Two benzylisoquinoline alkaloids, actinodaphnine (I) and boldine (II), have been isolated from the root bark of Litsea glutinosa (Lour) C.B. Robinson var. littoralis Bl., a variety which has not yet been investigated by other workers. The chemical structures of both alkaloids have been determined by spectroscopic methods. This is to follow-up our previous work on the isolation of a new phenanthrene alkaloid, named itebeine, from the same plant species.

Ilmu Kimia Tanaman Lauraceae Indonesia: V. Eritrodiol 3-Asetat dari Litsea elliptica Bl. (Lauraceae)

Journal of Mathematical and Fundamental Sciences Vol 24, No 2/3 (1991)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Suatu triterpen, jenis oleanan, yang diperoleh dari kulit akar tanaman Litsea elliptica Bl. (Lauraceae) telah diidentifikasi sebagai olean-12-en-3,28-diol-3-asetat atau eritrodiol 3-asetat (I). Telah ditemukan pula suatu ftalat dan telah diidentifikasi sebagai bis(2-etilheksil) ftalat (III). Struktur kedua senyawa ini telah ditetapkan dengan menggunakan cara spektroskopi. Isolat lain, suatu triterpen yang diberi nama litselligenin, masih terus diteliti. Baik eritrodiol 3-asetat (I) maupun bis(2-etilheksil)ftalat (III) tidak pernah ditemukan sebelumnya pada tanaman Lauraceae, sedangkan senyawa terakhir merupakan senyawa ftalat kedua yang ditemukan pada Luaraceae. An oleanane-type triterpene isolated from the root bark of Litsea elliptica Bl. (Lauraceae) has been identified as olean-12-en-3,28-diol-3-acetate or erythrodiol 3-acetate (I). A phthalate has also been isolated and identified as bis(2-ethylhexyl)phthalate (III). The structure of both compounds have been elucidated based on spectroscopic methods. Work on another isolate, a triterpenoid named litselligenin, is in progress. Neither erythrodiol 3-acetate (l) nor bis(2-ethylhexyl)phthalate (III) have been isolated previously from the Lauraceae, and the latter compound represents a second phthalate to be isolated from Lauraceae.

Artonol B and Sikloartobilosanton dari Artocarpus teysmanii MIQ

Journal of Mathematical and Fundamental Sciences Vol 31, No 2 (1999)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Dua senyawa masing-masing turunan santon lakton, yaitu artonol B (1) dan turunan furanodihidrobenzosanton, yakni Sikloartobilosanton (2), telah ditemukan pada tumbuhan Artocarpus teysmanii Miq. (Moraceae), suatu tumbuhan langka yang endemik untuk Indonesia dan dikenal dengan nama Tipulu. Struktur molekul kedua senyawa tersebut telah ditetapkan berdasarkan data fisika dan spektroskopi (MS, 1H dan 13C NMR). Artonol B (1) dan sikloartobilosanton (2) memperlihatkan toksisitas yang tinggi terhadap udang Artemia salina, dan senyawa 2 juga memperlihatkan aktivitas antimitotik yang rendah terhadap target cdc2 kinase dan cdc25 fosfatase. Artonol B and Cycloartobiloxanthone from Artocarpus teysmanii MIQTwo compounds, a xanthone lactone derivative, namely artonol B (1) and a furanodihydrobenzoxanthone derivative, namely cycloartobiloxanthone (2) had been isolated from Artocarpus teysmanii Miq. (Moraceae), locally known as Tipulu. The structures of both compounds were elucidated based on physical and spectroscopic data (MS, 1H and 13C NMR). Both artonol B (1) and cycloartobiloxanthone (2) showed strong toxicity against Artemia salina in the shrimp bioassay, and compound 2 also showed weak antimitotic activity against cdc2 kinase and cdc25 phosphatase as the targets. Bagian ke-8 dari seri Ilmu Kimia Tumbuhan Moraceae Indonesia, untuk bagian ke-6 lihat pustaka [10].

Artoindonesianin D: a New Bioactive Pyranoflavone Derivative and Chaplashin from Artocarpus Maingayi

Journal of Mathematical and Fundamental Sciences Vol 32, No 1 (2000)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Sari. Suatu senyawa baru flavonoid terisoprenilasi turunan piranoflavon, yakni 5-hidroksisiklomorusin yang diberi nama artoindonesianin D (1), dan suatu senyawa turunan oksepinoflavon, yakni chaplasin (2), telah ditemukan untuk pertama kalinya, masing-masing pada kulit akar dan kayu akar tumbuhan Artocarpus maingayi King (Moraceae). Tumbuhan langka ini berasal dari Sumatera Barat dan endemik untuk Indonesia, serta dikernal dengan nama daerah Cubadak Utan. Struktur molekul kedua senyawa tersebut telah ditetapkan berdasarkan data fisika dan spektroskopi (MS, 1H dan 13C NMR). Artoindonesianin D (1) dan chaplasin (2) bersifat toksik terhadap nauplii udang Artemia salina Leach. Artoindonesianin D: a New Bioactive Pyranoflavone Derivative and Chaplashin from Artocarpus MaingayiAbstract. A new isoprenylated flavonoid, a pyranoflavone derivative 5'-hydroxycyclomorusin named artoindonesianin D (1), and an oxepinoflavone derivative chaplashin (2) were isolated for the first time, respectively from the root bark and root trunk of Artocarpus maingayi King. (Moraceae). This plant is locally known as Cubadak Utan, a rare species found in West Sumatera and endemic to Indonesia. The structure of both compounds were elucidated based on physical and spectroscopical data (MS, 1H and 13C NMR). Artoindonesianin D (1) and chaplashin (2) showed toxic effect against shrimp nauplii Artemia salina Leach.

Artoindonesianin-E suatu senyawa baru turunan flavanon dari tumbuhan Artocarpus Champeden

Journal of Mathematical and Fundamental Sciences Vol 33, No 3 (2001)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Sari. Suatu senyawabaru turunan flavanon, yakni 5,7-dihidroksi-2',4',6'-trimetoksiflavanon yang diberi nama artoindonesianin-E(1 ), telah ditemukan untuk pertama kalinya bersama-samad engan artokarpin (2) dan heteroflavanon-A (3) pada ekstrak benzena kulit batang tumbuhan Artocarpus champeden Spreng (Moraceae), suatu tumbuhan yang endemik untuk Indonesia, serta dikenal dengan narna Cempedak. Struktur molekul senyawa tersebut telah ditetapkan berdasarkan data fisika dan spekroskopi (MS, 1H dan 13C NMR).Artoindonesianin-E a New Flavanone Derivative from Artocarpus ChampedenAbstract. A new flavanone derivative, 5,7-dihydroxy-2',4',6'-trimethoxyflavanone named artoindonesianin-E (1) had been isolated for the first time, together with artocarpin (2) and heteroflavanone-A (3) from benzene extract of the tree bark of Artocarpus champeden Spreng. (Moraceae), a species endemic to Indonesia and locally known as Cempedak. The structure of this compound was elucidated based on physical and spectroscopic data (MS, 1H and 13C NMR).

Ilmu Kimia Tumbuhan Lauraceae Indonesia : XI. Alkaloid Aporfin dan Oksoaporfin dari Litsea excelsa.

Journal of Mathematical and Fundamental Sciences Vol 27, No 3 (1994)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

The first chemical investigation on Litsea excelsa had been carried out in our laboratories. Three alkaloids had been isolated in this investigation, namely dicentrinone (I), nordicentrine (II), and norpredicentrine(III), and their identities were established through UV, 1H-NMR, 13C-NMR, and mass spectral evidence. Based on the co-occurrence of these three alkaloids in the single plant, a biogenetic oxidative sequence of these compounds may be proposed. This work will be of value for chemotaxonomy of the genus Litsea in particular, the Lauraceae in general. Penyelidikan kimia telah dilakukan untuk pertama kalinya terhadap tumbuhan Litsea excels. Tiga alkaloid telah ditemukan pada penyelidikan ini, yakni disentrinon (I), nordisentrin (II), dan norpredisentrin (III). Identitas ketiga senyawa ini ditetapkan berdasarkan data spektroskopi UV, 1H-NMR, 13C-NMR, dan spectrum massa. Dengan ditemukannya ketiga alkaloid secara bersama-sama dalam satu spesies tumbuhan ini, maka tahap oksidasi biogenesis ketiga senyawa dapat disarankan. Hasil penelitian ini berguna untuk kemotaksonomi genus Litsea khususnya, famili Lauraceae umumnya. 

RESVERATROL DIMERS FROM STEM BARK OF Hopea gregaria AND THEIR CYTOTOXIC PROPERTIES

Indonesian Journal of Chemistry Vol 8, No 2 (2008)
Publisher : Universitas Gadjah Mada

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Abstract

Six resveratrol dimers have been isolated from the stem bark of H. gregaria, ampelopsin A (1), balanocarpol (2), ε-viniferin (3), hopeafuran (4), heimiol A (5), and parviflorol (6). The structures of these compounds were determined based on spectroscopic evidence such as UV, IR, 1-D, 2-D NMR and comparison with the reported data. These compound inventions are strengthen conclusion that Hopea tends to produce resveratrol dimers. Biological activity of those compounds against murine leukemia P-388 cells showed that ε-viniferin (3) is the most active compound with IC50 value 5.1 ± 0.3 μg/mL.   Keywords: H. gregaria, resveratrol dimers, murine leukemia P-388 cells

(-)-AMPELOPSIN A : A DIMER RESVERATROL FROM Dryobalanops oblongifolia (dipterocarpaceae)

Indonesian Journal of Chemistry Vol 6, No 1 (2006)
Publisher : Universitas Gadjah Mada

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Abstract

A dimer resveratrol compound named (-)-ampelopsin A was isolated from acetone extract of the stem bark of  Dryobalanops oblongifolia (Dipterocarpaceae). The structure of this compound was determined on the basis of NMR spectroscopic data.   Keywords: (-)-ampelopsin A, Dryobalanops oblongifolia, Dipterocarpaceae

Ilmu Kimia Tanaman Lauraceae Indonesia: VI. Kriptokaryon dari Cryptocarya Laevigata BL. (Lauraceae)

Journal of Mathematical and Fundamental Sciences Vol 24, No 2/3 (1991)
Publisher : ITB Journal Publisher, LPPM ITB

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Abstract

Ekstraksi kulit akar dan kulit barang tanaman Cryptocarya laevigata Bl. (Lauraceae) dengan n-heksan menghasilkan suatu calkon yang diidentifikasi sebagai kriptokaryon (I). Struktur senyawa ini ditetapkan berdasarkan data spektroskopi dan analisis Kristal sinar-X. Kesimpulan mengenai struktur kriptokaryon (I) mendukung saran peneliti sebelumnya, yang terlah merevisi struktur (II) yang pertama kali disarankan. C. laevigata adalah spesies kedua anggota suku Lauraceae yang telah ditemukan mengandung kriptokaryon (I). Tambahan pula, kriptokaryon (I) adalah senyawa alam kedua dari jenis flavonoid yang mengandung cincin A yang tereduksi sebagian, yang pernah ditemukan. Extraction of the root and the tree barks of Cryptocarya laevigata Bl. (Lauraceae) with n-hexane yielded a chalcone identified as cryptocaryone (I). The structure of this compound had been elucidated based on spectroscopic measurements and X-ray crystal analysis. Conclusions about the structure of cryprocaryone (I) confirm the previous suggestion, which revised the structure (ll) suggested earlier. C. laevigata is the second species of Lauraceae which contains cryptocaryone (I). Furthermore, cryptocaryone (I) is a second naturally occurring flavonoid containing a reduced A ring system which has so far been isolated.